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4,4′-Thiobis(3-methyl-6-tert-butylphenol)

4,4′-Thiobis(3-methyl-6-tert-butylphenol) structure

CAS No:
96-69-5
Formula:
C22H30O2S
Chemical Name:
4,4′-Thiobis(3-methyl-6-tert-butylphenol)
Synonyms:
Phenol,4,4′-thiobis[2-(1,1-dimethylethyl)-5-methyl-;m-Cresol,4,4′-thiobis[6-tert-butyl-;4,4′-Thiobis[2-(1,1-dimethylethyl)-5-methylphenol];Bis(3-tert-butyl-4-hydroxy-6-methylphenyl) sulfide;Bis(4-hydroxy-5-tert-butyl-2-methylphenyl) sulfide;Disperse MB 61;Santonox;Santowhite Crystals;4,4′-Thiobis[6-tert-butyl-3-methylphenol];1,1′-Thiobis(2-methyl-4-hydroxy-5-tert-butyl)benzene;Bis(2-methyl-4-hydroxy-5-tert-butylphenyl) sulfide;4,4′-Thiobis[2-tert-butyl-5-methylphenol];Bis(2-methyl-5-tert-butyl-4-hydroxyphenyl) sulfide;Thioalkofen BMCh;2,2′-Di-tert-butyl-5,5′-dimethyl-4,4′-thiodiphenol;Thioalkofen BM;Thioalkofen MBCh;Bis(5-tert-butyl-4-hydroxy-2-methylphenyl) sulfide;Thioalkofen BM 4;Sumilizer WX;4,4′-Bis(6-tert-butyl-m-cresol) sulfide;Santonox BM;Yoshinox SR;4,4′-Thiobis[6-tert-butyl-m-cresol];Sumilizer WX-R;Santonox R;Yoshinox S;Nocrac 300;Nonflex BPS;AO 4;Antioxidant TMB 6;Sumilizer WX-RC;Antage Crystal;Nonflex BPS-R;ZBX 1R;4,4′-Thiobis[3-methyl-6-tert-butylphenol];N 300;Seenox BCS;Lowinox TBM 6;Irganox 415;Antigene WX-R;Lowinox 44S36;Keminox 236T;Santonox TBMC;Ultranox 236;NSC 35388;Antioxidant 300;Durad AX 16;4,4′-Thiobis(6-t-butyl-m-cresol);Lowinox TBM 6P;AO 1081;Irganox 300;4,4′-Thiobis(3-methyl-6-tert-butylphenol);TBM 6;Antioxidant B 102;Antioxidant BPS;4,4′-Thiobis(6-tert-butyl-m-cresol);AO 300;Chinox 300;K 300;Lowinox Rosin 6;AO-TBM 6;12671-70-4;52012-53-0;60318-32-3;76996-60-6;126340-60-1;188253-47-6;381726-02-9;914648-51-4
Categories:
Chemical Reagents > Organic Reagents

Description

white to almost white crystals or crystalline 4,40-Thiobis(6-tert-butyl-m-cresol) is a light gray to tan powder. Aromatic odor.

4,4'-thiobis(6-tert-butyl-m-cresol) appears as white or light gray to tan powder. (NTP, 1992)|DryPowder; DryPowder, PelletsLargeCrystals|Light-gray to tan powder with a slightly aromatic odor.

4,4'-thiobis(6-tert-butyl-m-cresol) appears as white or light gray to tan powder. (NTP, 1992)

4,4′-Thiobis(3-methyl-6-tert-butylphenol) Basic Attributes

Molecular Weight：

358.54

Exact Mass：

358.54

EC Number：

202-525-2

UNII：

3CA5G9822V

NSC Number：

35388

DSSTox ID：

DTXSID4021341

Color/Form：

LIGHT GREY POWDER|FINE WHITE CRYSTALS|Light gray to tan powder.

HScode：

29309070

Characteristics

PSA：

65.8

XLogP3：

7.4

Appearance：

4,4'-thiobis(6-tert-butyl-m-cresol) appears as white or light gray to tan powder. (NTP, 1992)

Density：

1.10

Melting Point：

150 °C

Boiling Point：

475.6°C at 760 mmHg

Flash Point：

215 °C

Refractive Index：

1.595

Water Solubility：

H2O: <0.01 g/100 mL at 18 ºC

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0.0000006 mmHg

Toxicity：

LD50 orally in Rabbit: 2345 mg/kg

Flammability characteristics：

Combustible Solid

Odor：

Slightly aromatic odor.

Air and Water Reactions：

Sensitive to base hydrolysis and may spontaneously oxidize in solution. (NTP, 1992). Insoluble in water.

Reactive Group：

Sulfides, Organic

Reactivity Profile：

4,4'-THIOBIS(6-TERT-BUTYL-M-CRESOL) may be sensitive to light.

Flammable Limits：

Combustible Solid

Safety Information

wgk germany：

WGK 2 water endangering

hazard class code：

36/37/38-50/53-43

safety instructions：

37/39-26-61-60-36/37-24/25

RTECS Number：

GP3150000

Marks：

Xi,N

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P260, P314, P501

Hazard Statements：

H373

Special Reports：

Toxicology & Carcinogenesis Studies of 4,4'-Thiobis(6-t-butyl-m-cresol) in F344/N Rats and B6C3F1 Mice (Feed Studies). Technical Report Series No. 435 (1994) NTIS Publication No. 95-225751 U.S. Department of Health and Human Services, National Toxicology Program, National Institute of Environmental Health Sciences, Research Triangle Park, NC 27709

Fire Hazards：

This chemical is combustible. (NTP, 1992)

GHS Classification：

|Warning|H317 (92.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P391, and P501|Aggregated GHS information provided by 833 companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H373: Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]|P260, P314, and P501

Fire Fighting：

Fires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

Nonfire Spill Response：

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should protect this material from exposure to light, and store it at ambient temperatures. (NTP, 1992)

Personal Protective Equipment：

Skin: No recommendation is made specifying the need for personal protective equipment for the body. Eyes: No recommendation is made specifying the need for eye protection. Wash skin: No recommendation is made specifying the need for washing the substance from the skin (either immediately or at the end of the work shift). Remove: No recommendation is made specifying the need for removing clothing that becomes wet or contaminated. Change: No recommendation is made specifying the need for the worker to change clothing after the work shift. (NIOSH, 2016)|(See protection codes)

NIOSH Recommendations：

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 10 mg/cu m (total).|Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 5 mg/cu m (resp).

Toxicity

National Toxicology Program Studies：

... Toxicology and carcinogenesis studies were conducted by administering 4,4'-thiobis(6-t-butyl-m-cresol) TBBC (99% pure) in feed to groups of male and female F344/N rats and B6C3F1 mice for ... 2 years. ... 2 YEAR STUDY IN RATS: ... Groups of 115 male and 75 female F344/N rats were fed diets containing 0, 500, 1,000, or 2,500 ppm TBBC for 2 years. Based on average daily feed consumption, these exposure levels resulted in a daily ingestion of TBBC of approximately 20, 40, or 100 mg/kg body weight for males and 20, 45, or 120 mg/kg body weight for females. 2 YEAR STUDY IN MICE: ... The doses selected for the 2 yr study were 250, 500, and 1,000 ppm. Groups of 80 male and 80 female mice were fed diets containing 0, 250, 500, or 1,000 ppm TBBC for 2 yr. Based on average daily feed consumption, these exposure levels resulted in the daily ingestion of approximately 30, 60, or 145 mg TBBC/kg body weight for males and 45, 110, or 255 mg TBBC/kg body weight for females. ... CONCLUSIONS: Under the conditions of these 2-year feed studies, there was no evidence of carcinogenic activity of TBBC in male or female F344/N rats administered 500, l,000, or 2,500 ppm or in male or female B6C3F1, mice administered 250, 500, or 1,000 ppm.

Drug Information

Health Hazards：

Exposure Routes: inhalation, ingestion, skin and/or eye contact Symptoms: Irritation eyes, skin, respiratory system Target Organs: Eyes, skin, respiratory system (NIOSH, 2016)

First Aid：

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)

MeSH Entry Terms：

4,4'-thiobis(6-t-butyl-m-cresol)

Exposure Routes：

inhalation, ingestion, skin and/or eye contact

Symptoms：

irritation eyes, skin, respiratory system

Target Organs：

Eyes, skin, respiratory system

4,4′-Thiobis(3-methyl-6-tert-butylphenol) Use and Manufacturing

Methods of Manufacturing

Examples of hydroxylated diphenyl thioethers of group e) are2, 2'-thiobis(6-tert-butyl-4-methylphenol), 2, 2'-thiobis(4-octylphenol), 4, 4'-thiobis(6-tert-butyl-3-methylphenol), 4, 4'-thiobis(6-tert-butyl-2-methylphenol), 4, 4'-thiobis(3, 6-di-sec-amylphenol) and4, 4'-bis(2, 6-dimethyl-4-hydroxyphenyl)disulfide.Alkylated Monophenols...2, 6-di-tert-butyl-4-methoxymethylphenol, o-tert-butylphenol.2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octa-decyloxyphenol.4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), 2, 2'-methylene-bis-(4-methyl-6-(alpha-methyl-cyclohexyl)-phenol), 2, 2'-methylene-bis-(4-methyl-6-cyclohexylphenol), 2, 2'-methylene-bis-(6-nonyl-4-methylphenol), ...Alkylated Monophenols...2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol.2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), ...Alkylated Monophenols...2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octa-decyloxyphenol.4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), 2, 2'-methylene-bis-(4-methyl-6-(alpha-methyl-cyclohexyl)-phenol), 2, 2'-methylene-bis-(4-methyl-6-cyclohexylphenol), 2, 2'-methylene-bis-(6-nonyl-4-methylphenol), ...Alkylated Monophenols...2, 5-di-tert-amyl-hydroquinone and 2, 6-diphenyl-4-octadecyloxyphenol.2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2'-thio-bis-(4-octylphenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol) and 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), ...Alkylated Monophenols...2, 5-Di-tert.-amyl-hydroquinone2, 6-Diphenyl-4-octadecyloxyphenol2, 2'-Thio-bis-(6-tert.butyl-4-methylphenol)2, 2'-Thio-bis-(4-octylphenol)4, 4'-Thio-bis-(6-tert.butyl-3-methylphenol)4, 4'-Thio-bis-(6-tert.butyl-2-methylphenol)2, 2'-Methylene-bis-(6-tert.butyl-4-methylphenol)2, 2'-Methylene-bis-(6-tert.butyl-4-ethylphenol)...Alkylated monophenols...2, 5-di-tert-amyl-hydroquinone and 2, 6-diphenyl-4-octadecyloxyphenol.2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2'-thio-bis-(4-octyl-phenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol) and 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), ...Alkylated Monophenols...2.5-di-tert-amyl-hydroquinone2, 6-diphenyl-4-octadecyloxyphenol2, 2'-Thio-bis-(6-tert.-butyl-4-methylphenol)2, 2'-thio-bis-(4-octylphenol)4, 4'-thio-bis-(6-tert.-butyl-3-methylphenol)4, 4'-thio-bis-(6-tert.-butyl-2-methylphenol)2, 2'-Methylene-bis-(6-tert.-butyl-4-methylphenol)2, 2'-methylene-bis-(6-tert.-butyl-4-ethylphenol)...Alkylated monophenols...2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2'-thio-bis-(4-octylphenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).Alkylated Monophenols...2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octa-decyloxyphenol.2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), ...(b) a polyfunctional compound having at least one functional group capable of reacting with a carboxylic acid functionality and another functional group having antidegradant properties selected from the group consisting ofsubstituted or unsubstituted hydroquinone, 4-hydroxymethyl-2, 6-di-t-butyl-phenol, 4, 4'-methylenebis-(2, 6-di-t-butyl phenol), 4, 4'-butylidenebis-(6-t-butyl-3-methyl phenol), 4, 4'-thiobis-(6-t-butyl-m-cresol), 4, 4'-thiobis(6-t-butyl-o-cresol), 2-mercaptobenzimidazole, p-amino-diphenylamine, p-hydroxy-diphenylamine, p-hydroxy-p'-amino-diphenylamine, and...Alkylated Monophenols...2, 5-Di-tert.-amyl-hydroquinone2, 6-diphenyl-4-octadecyloxyphenol2, 2'-Thio-bis(6-tert.-butyl-4-methylphenol)2, 2'-Thio-bis-(4-octylphenol)4, 4'-Thio-bis-(6-tert.-butyl-3-methylphenol)4, 4'-Thio-bis-(6-tert.-butyl-2-methylphenol)2, 2'-Methylene-bis-(6-tert.-butyl-4-methylphenol)2, 2'-Methylene-bis-(6-tert.-butyl-4-ethylphenol)...Alkylated monophenols...2, 5-di-tert-amyl-hydroquinone2, 6-diphenyl-4-octadecyloxyphenol2, 2'-thio-bis(6-tert-butyl-4-methylphenol)2, 2'-thio-bis(4-octylphenol)4, 4'-thio-bis(6-tert-butyl-3-methylphenol)4, 4'-thio-bis(6-tert-butyl-2-methylphenol)2, 2'-methylene-bis(6-tert-butyl-4-methylphenol)2, 2'-methylene-bis(6-tert-butyl-4-ethylphenol)...Alkylated monophenols...2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol.2, 2'-Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2'-thio-bis-(4-octylphenol), 4, 4'-thio-bis-(6-tert-butyl-3-methylphenol), 4, 4'-thio-bis-(6-tert-butyl-2-methylphenol).2, 2'-Methylene-bis-(6-tert-butyl-4-methylphenol), 2, 2'-methylene-bis-(6-tert-butyl-4-ethylphenol), ...Illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)illustrative examples of such compounds are:4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)Illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)Illustrative examples of such compounds are:4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)Illustrative examples of such compounds are:4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol) and4, 4'-thiobis-(2-methyl-5-t-butylphenol)Illustrative examples of such compounds are:4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)dodecyl-(3, 5-di-t-butyl-4-hydroxybenzylthio)-propionateillustrative examples of such compounds are:4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)Illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)dodecyl-(3, 5-di-t-butyl-4-hydroxybenzylthio)-propionateillustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol).illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)Alkylated Monophenols...2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol.2, 2--Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2--thio-bis-(4-octylphenol), 4, 4--thio-bis-(6-tert-butyl-3-methylphenol), 4, 4--thio-bis-(6-tert-butyl-2-methylphenol).Specific examples of bisphenols include: ... 4, 4'-thibis(2, 6-dimethylphenol); 2, 2'-thiobis(6-t-butyl-4-methylphenol); 4, 4'-thiobis(2-t-butyl-5-methylphenol); 2, 2'-thiobis(4-fluorophenol); ...1. Alkylated Monophenols 2, 6-Di-tert-butyl-4-methylphenol, 2, 6-di-tert-butylphenol, 2-tert-butyl-4, 6-dimethylphenol, 2, 6-di-tert-butyl-4-ethyl-phenol, 2, 6-di-tert-butyl-4-n-butylphenol, 2, 6-di-tert-butyl-4-i-butylphenol, 2, 6-di-cyclopentyl-4-methylphenol, 2-(beta-methylcyclohexyl)-4, 6-dimethylphenol, 2, 6-di-octa-decyl-4-methylphenol, 2, 4, 6-tri-cyclohexylphenol, 2, 6-di-tert-butyl-4-methoxymethylphenol, o-tert-butylphenol.2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octa-decyloxyphenol.4, 4--thio-bis-(6-tert-butyl-3-methylphenol), 4, 4--thio-bis-(6-tert-butyl-2-methylphenol).Alkylated Monophenols...2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amylhydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol.2, 2--Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2--thio-bis-(4-octylphenol), 4, 4--thio-bis-(6-tert-butyl-3-methylphenol), 4, 4--thio-bis-(6-tert-butyl-2-methylphenol).1. Alkylated Monophenols...2, 6-Di-tert-butyl-4-methoxyphenol, 2, 5-di-tert-butyl-hydroquinone, 2, 5-di-tert-amyl-hydroquinone, 2, 6-diphenyl-4-octadecyloxyphenol.2, 2--Thio-bis-(6-tert-butyl-4-methylphenol), 2, 2--thio-bis-(4-octyl-phenol), 4, 4--thio-bis-(6-tert-butyl-3-methylphenol), 4, 4--thio-bis-(6-tert-butyl-2-methylphenol).Alkylated Monophenols...2, 2--Thio-bis-(6-tert.-butyl-4-methylphenol) 2, 2--thio-bis-(4-octylphenol) 4, 4--thio-bis-(6-tert.-butyl-3-methylphenol) 4, 4--thio-bis-(6-tert.-butyl-2-methylphenol)2, 2--Methylene-bis-(6-tert.butyl-4-methylphenol) ...Illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)4, 4'-thiobis-(2-methyl-5-t-butylphenol)Illustrative examples of such compounds are4, 4'-thiobis-(2-t-butyl-5-methylphenol)4, 4'-thiobis-(2-t-butyl-6-methylphenol)2, 2'-thiobis-(6-t-butyl-4-methylphenol)General procedure: A mixture of methyl phenyl sulfide (0.124 g, 1 mmol), [VO(TPPABr)]CBr3 (10 mg), and H2O2 (30 % aqueous, 6 mmol, 0.204 g, 0.183 mL) in CH3CN (3 mL) was stirred for 120 min at room temperature.At the end of reaction, the catalyst was filtered and thesolvent was evaporated to afford the crude sulfoxide product.Finally, the product was purified by column chromatography usingethyl acetate/hexane (1.5:8.5) as eluent to give methyl phenyl sulfoxide as a white solid in 93% yield.4, 4?-thiobis(2-(tert-butyl)-5-methylphenol) (4, 4?-thiobis (6-tert-butyl-m-cresol)) (1 equivalent (eq), 10 g, 27.89 mmol), potassium carbonate (2.5 eq, 9.6363 g, 69.725 mmol, 138.205 gmol), and 1-bromopentane (2.1 eq, 8.8463 g, 7.3 mE, 58.569 mmol, 151.04 gmol, d=1.218 g/mE) were dissolved in N, N-dimethylformamide (DMF, 90 mE) at 90° C. The reaction was stirred until complete as determined by thin layer chromatography (TEC). The reaction was poured into water and extracted with ethyl acetate. The aqueous layer was discarded and the ethyl acetate was back-extracted three times with brine to remove residual DMF. The resulting organic solution was dried with magnesium sulfate, filtered, and concentrated on a rotary evaporator. The crude product was recrystallized from methanol, filtered, and then washed with cold methanol. The product was dried at 50° C. under high vacuum for 12 hours to yield a fine white powder (compound characterized by Structure F: bis(5-(tert-butyl)-2-me- thyl-4-(pentyloxy)phenyl)sulfane). The yield was 8.4211 g(60.5percent).4, 4?-thiobis(2-(tert-butyl)-5-methylphenol) (4, 4?-thiobis (6-tert-butyl-m-cresol)) (1 eq, 1.1641 g, 3.2467 mmol), potassiumcarbonate (2.1 eq, 0.9423 g, 6.8181 mmol, 138.205g/mol), and 1-bromopentane-d11 (1.9 eq, 1 g, 6.1687 mmol, 162.11 g/mol) were dissolved in 10 mE DMF at 85°C. Thereaction was stirred until complete as determined by TEC. The reaction was poured into water and extracted with DCM. The aqueous layer was discarded and the DCM was back-extracted three times to remove residual DMF. The resultingorganic solution was dried with sodium sulfate, filtered, and concentrated on a rotary evaporatot The product was subsequently put through a silica plug with 50-50 hexanes-DCM and concentrated on a rotary evaporatot The product (deuterated compound characterized by Structure F, d-Structure F: bis(5-(tert-butyl)-2-methyl-4-(pentyl-d22-oxy)phenyl)sul- fane) was dried under high vacuum for 24 hours at 50° C. to remove residual 1 -bromopentane. The yield was 1 g (59.1percent).

Uses

Non-polluting antioxidant, mainly used for polyethylene packaging film and white and light-colored rubber products, but also for latex products, ABS resin, etc.

Antioxidants / Stabilisers

Adhesives and sealants

Production

500,000 - 1,000,000 lb|(1979) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1981) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Formulations：

SANTONOX CONTAINS A MAX OF 0.1% ASH AND 1% MOISTURE. SANTONOX R (RECRYSTALLIZED ANTIOXIDANT) CONTAINS MAX OF 0.05% ASH, 60 PPM & 0.2% CHLORIDES. /FROM TABLE/|THIS ANTIOXIDANT IS MADE BY MONSANTO CHEM CO, UNDER TRADE MARK SANTONOX. SANTONOX & SANTONOX R ARE TWO QUALITIES, THE SECOND BEING RECRYSTALLIZED ANTIOXIDANT.

Manufacturing Info：

Adhesive manufacturing|Phenol, 4,4'-thiobis[2-(1,1-dimethylethyl)-5-methyl-: ACTIVE|.../THE COMPD IS/ AUTHORIZED FOR USE IN FOOD PACKAGINGS IN FRANCE AND ITALY. IN THE USA SANTONOX CONTENTS OF 0.05% OR LESS ARE AUTHORIZED FOR HIGH-PRESSURE POLYETHYLENE PACKAGINGS USED FOR FOODSTUFFS EXCLUDING FATS.

Computed Properties

Molecular Weight:358.5
XLogP3:7.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:358.19665137
Monoisotopic Mass:358.19665137
Topological Polar Surface Area:65.8
Heavy Atom Count:25
Complexity:396
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Isobutylene

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Guide of 4,4′-Thiobis(3-methyl-6-tert-butylphenol)

Description
Basic Attributes
Characteristics
Safety Information
Toxicity
Drug Information
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Computed Properties
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