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125605-10-9

Basic Information
CAS No.: 125605-10-9
Name: (R)-4-CHLORO-1,3-BUTANEDIOL
Article Data: 8
Molecular Structure:
Molecular Structure of 125605-10-9 ((R)-4-CHLORO-1,3-BUTANEDIOL)
Formula: C4H9ClO2
Molecular Weight: 124.567
Synonyms: 1,3-Butanediol,4-chloro-, (R)-;(R)-4-Chloro-1,3-butanediol;(3R)-4-chlorobutane-1,3-diol;
Density: 1.229 g/cm3
Boiling Point: 270.2 °C at 760 mmHg
Flash Point: 117.2 °C
PSA: 40.46000
LogP: -0.03150
Synthetic route
10488-69-4, 86728-85-0, 87068-18-6, 90866-33-4

ethyl (L)-4-chloro-3-hydroxybutyrate

125605-10-9

(3R)-4-chloro-1,3-butanediol

Conditions
ConditionsYield
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In methanol; toluene at 20℃; for 12h;
Stage #2: With hydrogenchloride; water In methanol; toluene at 10℃;
97%
With sodium tetrahydroborate In tetrahydrofuran at 40℃; for 5h;96%
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In tetrahydrofuran at 20 - 40℃; for 16h;
Stage #2: With hydrogenchloride In tetrahydrofuran; methanol; water at 0℃; for 0.5h;
95%
Stage #1: ethyl (L)-4-chloro-3-hydroxybutyrate With sodium tetrahydroborate In toluene at -5 - 5℃; for 0.5h; Inert atmosphere;
Stage #2: With methanol In toluene at -5 - 25℃;
86728-85-0, 87068-18-6, 90866-33-4, 10488-69-4

ethyl 4-chloro-3-hydroxybutanoate

A

139013-68-6

(3S)-4-chloro-1,3-butanediol

B

125605-10-9

(3R)-4-chloro-1,3-butanediol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
125605-10-9

(3R)-4-chloro-1,3-butanediol

86087-24-3

(R)-3-Hydroxytetrahydrofuran

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In methanol; water99.1%
In toluene for 16h; Heating / reflux;88%
With hydrogenchloride for 2h; Reflux;73.62 g
40615-36-9

4,4'-dimethoxytrityl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

1574389-67-5

(3R)-4-chloro-1-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-butanol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;90%
98-59-9

p-toluenesulfonyl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

138915-39-6

(R)-4-chloro-3-hydroxy-1-p-toluenesulfonyloxybutane

Conditions
ConditionsYield
With 2,6-dimethylpyridine at 0 - 20℃; for 15h;70.8%
88496-70-2

methyl (R)-4-chloro-3-hydroxybutyrate

98-59-9

p-toluenesulfonyl chloride

125605-10-9

(3R)-4-chloro-1,3-butanediol

138915-39-6

(R)-4-chloro-3-hydroxy-1-p-toluenesulfonyloxybutane

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In ice-water; dichloromethane54%
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Specification

The 1,3-Butanediol,4-chloro-, (3R)-, with the CAS registry number 125605-10-9, has the systematic name of (3R)-4-chlorobutane-1,3-diol. It belongs to the product categories of Chiral Compounds and Diols. And the molecular formula of the chemical is C4H9ClO2.

The characteristics of 1,3-Butanediol,4-chloro-, (3R)- are as followings: (1)ACD/LogP: -0.30; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.29; (4)ACD/LogD (pH 7.4): -0.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 16.47; (8)ACD/KOC (pH 7.4): 16.47; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.473; (14)Molar Refractivity: 28.45 cm3; (15)Molar Volume: 101.3 cm3; (16)Polarizability: 11.28×10-24cm3; (17)Surface Tension: 43.7 dyne/cm; (18)Density: 1.229 g/cm3; (19)Flash Point: 117.2 °C; (20)Enthalpy of Vaporization: 59.03 kJ/mol; (21)Boiling Point: 270.2 °C at 760 mmHg; (22)Vapour Pressure: 0.000914 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: ClC[C@H](O)CCO
(2)InChI: InChI=1/C4H9ClO2/c5-3-4(7)1-2-6/h4,6-7H,1-3H2/t4-/m1/s1
(3)InChIKey: IQDXPPKWNPMHJI-SCSAIBSYBH