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10-Bromodecanoic acid

10-Bromodecanoic acid structure

CAS No:
50530-12-6
Formula:
C10H19BrO2
Chemical Name:
10-Bromodecanoic acid
Synonyms:
10-BROMODECANOIC ACID;OMEGA-BROMOCAPRIC ACID;OMEGA-BROMODECANOIC ACID;W-BROMODECANOIC ACID;Bromocapricacid;Decanoic acid, 10-bromo-;10-BROMO-DECYLIC ACID;10-Bromodecanoic
Categories:
Specialty Chemicals

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10-Bromodecanoic acid Basic Attributes

Molecular Weight：

251.16

Exact Mass：

250.056839

DSSTox ID：

DTXSID30198540

HScode：

2915900090

Characteristics

PSA：

37.3

XLogP3：

Density：

1.2±0.1 g/cm3

Melting Point：

38-41 °C(lit.)

Boiling Point：

339.2°C at 760 mmHg

Flash Point：

>231 °F

Refractive Index：

1.485

Water Solubility：

Partly miscible in water.

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-37

Marks：

Hazard note：

Irritant

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：

H315

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

10-Bromodecanoic acid Use and Manufacturing

Methods of Manufacturing

(1) It is derived from the reaction of 10-hydroxydecanoic acid with hydrogen bromide. Hydrogen bromide and 10-hydroxydecanoic acid were mixed in glacial acetic acid at a weight ratio of 6:1, and reacted at 90°C under normal pressure for 16 hours. Then distilled to recover excess hydrogen bromide and solvent acetic acid. (2) The reaction of 10-hydroxydecanoic acid with sodium bromide-sulfuric acid is similar to the previous method, but the preparation of hydrogen bromide and the bromination reaction are combined: the operation steps are as follows: according to the ratio of 3:1 (molar Ratio) Put 0.3 mol of sodium bromide, 0.1 mol of 10-hydroxydecanoic acid and 100 g of glacial acetic acid into a glass three-necked flask, stir and mix at room temperature, and then add 80% (volume) sulfuric acid (with sodium bromide, etc.) The molar ratio may be higher). The reaction is exothermic, and the reaction temperature is controlled to be continuously stirred in the range of 70-80°C, and the reaction is stopped after 12-14h. The reactor was changed to a vacuum distillation device, the temperature was raised, and the remaining hydrogen bromide gas was absorbed with 100 g of glacial acetic acid. Reduce the pressure (6.65kPa) and distill off the solvent acetic acid (80% recovery) at 120°C, heat the mother liquor to separate the liquid 10-bromodecanoic acid, and remove the solid residual sodium bromide and by-product sodium bisulfate. Wash the crude bromodecanoic acid with hot water 3-5 times, and wash until it is neutral. After drying at room temperature, pure 10-bromodecanoic acid can be obtained with a yield of over 95%. In the production method (1), acetic acid can also be used as a solvent, and 1 part of 10-hydroxydecanoic acid can be reacted with 12.8 parts of 40% hydrobromic acid. The hydrobromic acid and 10-hydroxydecanoic acid were stirred and heated to 115-120°C in the reaction pot and refluxed for 16h. Cool, separate the upper layer, add chloroform to the acid water layer, combine the extract with the oil layer, wash with water, add anhydrous magnesium sulfate to dry, and filter. The chloroform is recovered from the filtrate at atmospheric pressure and evaporated under reduced pressure to obtain 10-bromodecanoic acid.

Uses

Organic synthesis intermediate.

Use Classification：

Fatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Halogenated fatty acids [FA0109]

Computed Properties

Molecular Weight:251.16
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:9
Exact Mass:250.05684
Monoisotopic Mass:250.05684
Topological Polar Surface Area:37.3
Heavy Atom Count:13
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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