(R)-3-Chloro-1,2-propanediol

Base Information

• Chemical Name: (R)-3-Chloro-1,2-propanediol
• CAS No.: 57090-45-6
• Molecular Formula: C3H7ClO2
• Molecular Weight: 110.54
• Hs Code.: 29053200
• European Community (EC) Number: 435-560-9,611-463-9
• UNII: 64YMO02KAE
• DSSTox Substance ID: DTXSID00205710
• Nikkaji Number: J72.478E
• Wikidata: Q27109076
• ChEMBL ID: CHEMBL1794186
• Mol file: 57090-45-6.mol

Synonyms:57090-45-6;(R)-3-Chloro-1,2-propanediol;(R)-(-)-3-Chloro-1,2-propanediol;(2R)-3-chloropropane-1,2-diol;(R)-3-Chloropropane-1,2-diol;alpha-Chlorohydrin, (-)-;1,2-Propanediol, 3-chloro-, (R)-;CCRIS 7387;1,2-Propanediol, 3-chloro-, (2R)-;(-)-alpha-chlorohydrin;312745-09-8;UNII-64YMO02KAE;64YMO02KAE;CHEBI:18663;(R)-(-)-alpha-Monochlorohydrin;(2r)-3-chloro-1,2-propanediol;MFCD00135169;(2R)-(-)-3-Chloropropane-1,2-diol;(R)-MONOCHLOROHYDRIN;SCHEMBL58389;MLS001074871;(R)-(-)-alpha-Chlorohydrin;H-ARG-PRO-OHSULFATESALT;(R)-alpha-Glycerol chlorohydrin;CHEMBL1794186;DTXSID00205710;(R)-.ALPHA.-CHLOROHYDRIN;(R)-3-chloro-propane-1,2-diol;HMS2232L24;(2R)-3-chloranylpropane-1,2-diol;(R)-()-3-Chloro-1,2-propanediol;.ALPHA.-CHLOROHYDRIN, (-)-;AKOS015848751;AC-7038;AM81449;CS-W018500;GS-3238;(-)-3-CHLORO-1,2-PROPANEDIOL;Glycerol (R)-(-)-alpha-Monochlorohydrin;SMR000469516;(R)-(-)-3-Glycerol alpha-monochlorohydrin;LS-188656;M0967;EC 435-560-9;A831310;Q27109076;(R)-(-)-3-Chloro-1,2-propanediol, 97%, optical purity ee: 98% (GLC)

Chemical Property of (R)-3-Chloro-1,2-propanediol

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.04 mm Hg ( 25 °C)
• Melting Point: - 40 °C
• Refractive Index: n20/D 1.48(lit.)
• Boiling Point: 213 °C at 760 mmHg
• PKA: 13.28±0.20(Predicted)
• Flash Point: 113.3 °C
• PSA: 40.46000
• Density: 1.303 g/cm³
• LogP: -0.42160
• Storage Temp.: 2-8°C
• Water Solubility.: soluble
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 110.0134572
• Heavy Atom Count: 6
• Complexity: 32

Purity/Quality:

99.9% ^*data from raw suppliers

(R)-(-)-3-Chloro-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41-68-62-36/37/38-23/25-21
• Safety Statements: 26-28-39-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(CCl)O)O
• Isomeric SMILES: C([C@H](CCl)O)O

Technology Process of (R)-3-Chloro-1,2-propanediol

There total 30 articles about (R)-3-Chloro-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: 99.4%

(R)-(-)-epichlorohydrin (51594-55-9,24969-06-0,13403-37-7) → (2R)-3-chloro-1,2-propanediol (57090-45-6)

Guidance literature:

With (R,R)-Salen-Co(II) catalyst; water; at 10 ℃; for 10h; Temperature; Time; Cooling with ice;

Reference yield: 49.5%

2,3-Dichloro-1-propanol (616-23-9) → (2R)-3-chloro-1,2-propanediol (57090-45-6) + (S)-3-chloropropan-1,2-diol (60827-45-4) + (S)-1,3-dichloro-1-propanol + epichlorohydrin (106-89-8,24969-06-0,13403-37-7)

Guidance literature:

With epoxide hydrolase from Agrobacterium radiobacter AD₁; halohydrin dehalogenase from Agrobacterium radiobacter AD₁; Tris-SO₄ buffer; In water; at 30 ℃; for 20h; pH=7.5; Further byproducts given;

DOI:10.1016/S0957-4166(99)00308-0

Reference yield: 46.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → (S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) + (2R)-3-chloro-1,2-propanediol (57090-45-6) + (S)-3-chloropropan-1,2-diol (60827-45-4)

Guidance literature:

With water; dimeric chiral (salen)Co complex linked with Al; at 20 ℃; for 5h; Further Variations:; Catalysts; Product distribution;

DOI:10.1016/j.tetlet.2005.02.012

upstream raw materials:

3-methoxy-benzaldehyde

meta-hydroxybenzaldehyde

dimethyl sulfate

sulfuric acid

Downstream raw materials:

(S)-1-phenyl glycerol

(R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene

(S)-3-(N,N-dimethylamino)propane-1,2-diol

S-1,2-dihydroxy-3-isopropylaminopropane

Refernces

• 1、 -. "Preparation method of high-quality (R)-3-chloro-1,2-propanediol". Paragraph 0018-0041. . Retrieved 2022/01/20.
• 2、 Solís-Mu?ana, Pablo,Salam, Joanne,Ren, Chloe Z.-J.,Carr, Bronte,Whitten, Andrew E.,Warr, Gregory G.,Chen, Jack L.-Y.. "An Amphiphilic (salen)Co Complex – Utilizing Hydrophobic Interactions to Enhance the Efficiency of a Cooperative Catalyst". supporting information. p. 3207 - 3213. Retrieved 2021/06/01.