(R)-4-Chloro-3-hydroxybutyronitrile
- Product Name
- (R)-4-Chloro-3-hydroxybutyronitrile
- CAS No.
- 84367-31-7
- Chemical Name
- (R)-4-Chloro-3-hydroxybutyronitrile
- Synonyms
- (R)-4-Chloro-3-hydro;L-carnitine Impurity 6;Levocarnitine Impurity 47;(R)-1-CHLOROPENT-4-YN-2-OL;(R)-4-Cloro-3-Hydroxybutyronitrile;(3S)-4-Chlor-3-hydroxybutanonitril;(R)-4-CHLORO-3-HYDROXYBUTYRONITRILE;(R)-4-Chloro-3-hydroxybutanenitrile;(R/S)4-Chloro-3-Hydroxybutyronitrile;(3R)-4-Chloro-3-hydroxybutanenitrile
- CBNumber
- CB9157309
- Molecular Formula
- C4H6ClNO
- Formula Weight
- 119.55
- MOL File
- 84367-31-7.mol
(R)-4-Chloro-3-hydroxybutyronitrile Property
- alpha
- 11 º (neat)
- Boiling point:
- 110 °C1 mm Hg(lit.)
- Density
- 1.250 g/mL at 20 °C(lit.)
- refractive index
- n20/D 1.474(lit.)
- Flash point:
- >230 °F
- storage temp.
- Inert atmosphere,Room Temperature
- form
- clear liquid
- pka
- 12.67±0.20(Predicted)
- color
- Colorless to Light yellow
- optical activity
- [α]25/D +11.0°, neat
- BRN
- 1700586
- InChI
- InChI=1S/C4H6ClNO/c5-3-4(7)1-2-6/h4,7H,1,3H2/t4-/m1/s1
- InChIKey
- LHBPNZDUNCZWFL-SCSAIBSYSA-N
- SMILES
- C(#N)C[C@@H](O)CCl
- CAS DataBase Reference
- 84367-31-7(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 456152
- Product name
- (R)-(+)-4-Chloro-3-hydroxybutyronitrile
- Purity
- 97%
- Packaging
- 1g
- Price
- $119
- Updated
- 2022/05/15
- Product number
- C2763
- Product name
- (R)-(+)-4-Chloro-3-hydroxybutyronitrile
- Purity
- >96.0%(GC)
- Packaging
- 1g
- Price
- $42
- Updated
- 2025/07/31
- Product number
- C2763
- Product name
- (R)-(+)-4-Chloro-3-hydroxybutyronitrile
- Purity
- >96.0%(GC)
- Packaging
- 5g
- Price
- $126
- Updated
- 2025/07/31
- Product number
- C366675
- Product name
- (R)-(+)-4-Chloro-3-hydroxybutyronitrile
- Packaging
- 2.5g
- Price
- $130
- Updated
- 2021/12/16
- Product number
- K505
- Product name
- (R)-(+)-4-Chloro-3-hydroxybutyronitrile
- Packaging
- 500g
- Price
- $1227
- Updated
- 2021/12/16
(R)-4-Chloro-3-hydroxybutyronitrile Chemical Properties,Usage,Production
Chemical Properties
Colorless to pale yellow liquid
Uses
(-)-Carnitine and (-)-γ-amino-β-hydroxybutyric acid have been prepared using this synthon.
Uses
(R)-(+)-4-Chloro-3-hydroxybutyronitrile is a chiral reagent used in asymmetric catalysis in organic synthesis.
Synthesis
(1) 19.19g (0.174mol) (R)-(-)-chloroglycerol, 50ml dichloromethane into a 250ml three-necked flask, under the condition of ice bath, 22.74g (0.191oml) dichlorosulfoxide was added slowly dropwise. React for 1h, add 40ml of water, the organic layer was washed twice with saturated saline, the aqueous layer was washed twice with ethyl acetate, the organic layers were combined and dried with anhydrous sodium sulfate. Filtration, filtrate concentrated under reduced pressure, obtained 27.23g colorless liquid. That is, cyclic sulfinic acid ester intermediate, without purification, directly used in the next step of the reaction, yield 100%.
(2) cast 10g (0.064mol) cyclic sulfinic acid ester, 30ml methanol to 100ml three-necked bottle, room temperature conditions, add 5.21g (0.08mol) KCN, stirring for 10min, and then raised to 50 ??, stirring vigorously for 12h. Concentrate under reduced pressure, add 15 ml of ethyl acetate and slowly add 20% H2SO4 solution dropwise. After stirring for 5h, add dilute NaCO3 solution washed twice, water washed twice, saturated brine washed once, the aqueous layer was washed with ethyl acetate, the organic layer was combined, and anhydrous sodium sulfate was added to dry. Decompression distillation was used to collect the 89-90??C/<1 mmHg fraction, yielding 6.51 g of colorless liquid, i.e., chlorobutyronitrile intermediate, with a yield of 85%.
(R)-4-Chloro-3-hydroxybutyronitrile Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R)-4-Chloro-3-hydroxybutyronitrile manufacturers
- Product
- (R)-4-Chloro-3-hydroxybutyronitrile 84367-31-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98.0%
- Supply Ability
- 10000KGS
- Release date
- 2025-05-09
- Product
- (R)-4-Chloro-3-hydroxybutyronitrile 84367-31-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-25
- Product
- (R)-4-Chloro-3-hydroxybutyronitrile 84367-31-7
- Price
- US $20.00-1.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20 tons
- Release date
- 2023-09-22