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Stearyl methacrylate

Stearyl methacrylate structure

CAS No:
32360-05-7
Formula:
C22H42O2
Chemical Name:
Stearyl methacrylate
Synonyms:
2-Propenoic acid,2-methyl-,octadecyl ester;Methacrylic acid,octadecyl ester;Stearyl methacrylate;Octadecyl methacrylate;Acryester S;Light Ester S;SR 324;SR 324 (methacrylate);Blemmer SMA;NK Ester S;Rocryl 330;Acryester SMA;n-Octadecyl methacrylate;EM 35;SEM 001;112-08-3;55778-34-2;59471-20-4;167633-23-0
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

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Description

Liquid

Stearyl methacrylate Basic Attributes

Molecular Weight：

338.57

Exact Mass：

338.57

EC Number：

251-013-5

UNII：

43A41KA91Q

DSSTox ID：

DTXSID6027975

HScode：

2916140000

Characteristics

PSA：

26.3

XLogP3：

10.5

Appearance：

Liquid

Density：

0.9±0.1 g/cm3

Melting Point：

18-20 °C(lit.)

Boiling Point：

175 °C @ Press: 0.5 Torr

Flash Point：

>230 °F

Refractive Index：

1.452

Storage Conditions：

Prevent moisture contact. Store in tightly closed, properly vented containers away from heat, sparks, open flame, strong oxidizers, radiation and other initiators. Prevent contamination by foreign materials. Use only non-sparking tools and limit storage ti

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-24/25

Stability/Shelf Life：

Unstable (reactive) upon depletion of inhibitor. Hazardous polymerization may occur.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 552 companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

poly(octadecyl acrylate)

Stearyl methacrylate Use and Manufacturing

Methods of Manufacturing

1) 20 g of octabromohydrin was added to a 1000 ml single-necked flask, 250 ml of dichloropropane and 17.7 g of triethylamine were added, and 16.65 g of methacryloyl chloride was added dropwise with stirring. After completion of the dropwise addition, stirring was continued for 5 hours. After completion of the reaction, the system was washed with water and saturated sodium carbonate and saturated brine, respectively. The organic phase was dried over anhydrous sodium sulfate, concentrated, and chromatographed. 18.4 g of octadecyl methacrylate was obtained in a yield of 76percent.The same reaction apparatus as used in was used. First, the reactor was charged with 750.9 9 (7.5 mol) of methyl methacrylate, 676.3 g (2.5 mol) of stearyl alcohol and 0.042 g of 4-acetylamino-2, 2, 6, 6-tetramethylpiperidine-N-oxyl, and the mixture was then heated to conduct dehydration in the reaction system over a period of 1 hour under the total reflux. Then, the reactor was cooled and charged with 1.23 g (0.005 mol) of tetramethyl titanate (purity: 70percent), and heating was begun again. And thereafter, the ester-exchange reaction was carried out in the same manner as in Example 1. At the beginning of the reaction, the operation was conducted under the total reflux, and the removal of an azeotropic mixture of methanol/methyl methacrylate from the reaction system was started at the time when the temperature of the uppermost stage in the distillation column reached 64.5° C., the temperature of the middle stage 74° C., and the temperature of the lowest stage 98.8° C. (the conversion of 4percent at this time). Thereafter, until the conversion reached 97percent, the reaction was carried out while controlling the reflux ratio within the range of 5 to 50, so as to maintain the temperature of the uppermost stage in the distillation column at 64 to 65° C., the temperature of the middle stage at 70 to 80° C., and the temperature of the lowest stage at 99 to 100° C. After 4 hours from the beginning of the reaction, the conversion reached 98percent and the temperature of the middle stage in the distillation column rose to 93° C. Thereafter, in order to completely remove, from the reaction system, methanol contained in the liquid refluxed from the uppermost stage in the distillation column to the uppermost stage in the distillation column again through the condenser and the reflux line, the reflux ratio was set to zero, and thereby all the liquid in the reflux line was distilled off until the temperature of the uppermost stage in the distillation column was stably maintained at 98° C. or higher. Thus, the reaction was terminated. The reaction time was 4.5 hours. During this time, the temperature of the uppermost stage in the distillation column was maintained at 95° C. or higher, and the temperatures of the middle stage and the lowest stage in the distillation column were maintained at 99° C. or higher. The amount of the azeotropic mixture of methanol/methyl methacrylate removed was 124.5 g, and the content of methanol was 62.8percent (78.2 g) and the content of methyl methacrylate was 37.2percent (46.3 g). When 1297.7 g of the resulting reaction solution in the reactor was analyzed by gas chromatography, it contained 35.0percent of methyl methacrylate, 0percent of stearyl alcohol and 64.8percent of stearyl methacrylate, and the yield was 99.3percent.

Uses

Synthesis of inks, paints, adhesives, textile dyeing and finishing additives, leather additives, water and oil repellents, flow inhibitors, lubricant additives, crude oil viscosity reducers.

Intermediates

Production

1,000,000 - 10,000,000 lb

Manufacturing Info：

All other chemical product and preparation manufacturing|2-Propenoic acid, 2-methyl-, octadecyl ester: ACTIVE

Computed Properties

Molecular Weight:338.6
XLogP3:10.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:19
Exact Mass:338.318480578
Monoisotopic Mass:338.318480578
Topological Polar Surface Area:26.3
Heavy Atom Count:24
Complexity:296
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Content: 99%

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Octadecyl methacrylate 32360-05-7 Ink coating adhesives Textile dyeing and finishing additives Leather additives waterproof and oil repellent

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