3-Bromo-1,2-propanediol

Base Information

• Chemical Name: 3-Bromo-1,2-propanediol
• CAS No.: 4704-77-2
• Molecular Formula: C3H7 Br O2
• Molecular Weight: 154.991
• Hs Code.: 29055998
• European Community (EC) Number: 225-186-2
• UNII: AS532NK8NE
• DSSTox Substance ID: DTXSID20963729
• Nikkaji Number: J25.789C
• Wikidata: Q27109088
• Metabolomics Workbench ID: 53650
• ChEMBL ID: CHEMBL3276497
• Mol file: 4704-77-2.mol

Synonyms:alpha-bromohydrin

Chemical Property of 3-Bromo-1,2-propanediol

Chemical Property:

• Vapor Pressure: 0.00273mmHg at 25°C
• Refractive Index: n20/D 1.518(lit.)
• Boiling Point: 254°Cat760mmHg
• PKA: 13.07±0.20(Predicted)
• Flash Point: 126.5°C
• PSA: 40.46000
• Density: 1.789g/cm³
• LogP: -0.26550
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 153.96294
• Heavy Atom Count: 6
• Complexity: 32

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1719124
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(CBr)O)O
• Uses: Glycerol kinase substrate specificity Protecting reagent for carbonyl functions.

Technology Process of 3-Bromo-1,2-propanediol

There total 18 articles about 3-Bromo-1,2-propanediol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

oxiranyl-methanol (556-52-5) → 1-bromo-2,3-propanediol (4704-77-2)

Guidance literature:

With pivaloyl bromide; In water; at 20 ℃; for 3h; regioselective reaction;

DOI:10.1039/c1gc15506g

Reference yield: 85.0%

allyl alcohol (107-18-6) → 1-bromo-2,3-propanediol (4704-77-2)

Guidance literature:

With cyanuric bromide; 4-methylmorpholine N-oxide; In chloroform; at -10 - 20 ℃;

DOI:10.1016/S0040-4020(02)01291-7

Reference yield: 50.0%

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1-bromo-2,3-propanediol (4704-77-2)

Guidance literature:

With trimethylsilyl bromide; acetic acid; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/d1ra01980e

upstream raw materials:

formaldehyd

1,2-Epoxy-3-bromopropane

4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

Downstream raw materials:

L-α-Phosphatidic acid

(S)-oxiranemethanol

(2,3-Dihydroxy-propyl)-[2-(3-ethoxycarbonyl-4-iodo-phenoxy)-ethyl]-dimethyl-ammonium; bromide

(S)-(+)-3-bromo-1,2-propanediol

Refernces

• 1、 Jones. "-". . p. 697,699. Retrieved 1973.
• 2、 Rao, Chitturi Bhujanga,Rao, Dasireddi Chandra,Venkateswara, Mallem,Venkateswarlu, Yenamandra. "Protective opening of epoxide using pivaloyl halides under catalyst-free conditions". supporting information; experimental part. p. 2704 - 2707. Retrieved 2011/12/05.
• 3、 Rosenau, Thomas,Potthast, Antje,Kosma, Paul. "Studies into reactions of N-methylmorpholine-N-oxide (NMMO) and its hydrates with cyanuric chloride". . p. 9809 - 9815. Retrieved 2007/10/03.