ChemicalBook > CAS DataBase List > 3-Chloropropionyl chloride

3-Chloropropionyl chloride

Product Name
3-Chloropropionyl chloride
CAS No.
625-36-5
Chemical Name
3-Chloropropionyl chloride
Synonyms
3-Chloropropanoyl chloride;Chloropropionyl chloride;oropropionyL;3-Chloropropionyl ch;3-Chlorpropionylchlorid;-Chloropropanoylchloride;3-Chloropropinyl chloride;3-chloro-propanoylchlorid;3'ChloropropionylChloride;3-CHLOROPROPIONYL CHLORIDE
CBNumber
CB8691211
Molecular Formula
C3H4Cl2O
Formula Weight
126.97
MOL File
625-36-5.mol
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3-Chloropropionyl chloride Property

Melting point:
-32 °C
Boiling point:
143-145 °C(lit.)
Density 
1.33 g/mL at 25 °C(lit.)
vapor pressure 
10.0 hPa
refractive index 
n20/D 1.457(lit.)
RTECS 
UC3934000
Flash point:
146 °F
storage temp. 
Flammables area
solubility 
Chloroform, Ethyl Acetate
form 
liquid
color 
red-brown
PH
<7 (H2O)
explosive limit
8.8-20.2%(V)
Water Solubility 
reacts
Sensitive 
Moisture Sensitive
BRN 
635814
Stability:
Moisture Sensitive
InChIKey
INUNLMUAPJVRME-UHFFFAOYSA-N
CAS DataBase Reference
625-36-5(CAS DataBase Reference)
NIST Chemistry Reference
Propanoyl chloride, 3-chloro-(625-36-5)
EPA Substance Registry System
Propanoyl chloride, 3-chloro- (625-36-5)
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Safety

Hazard Codes 
T+
Risk Statements 
14-22-26-34-35-10
Safety Statements 
23-26-36/37/39-45-38-16-8
RIDADR 
UN 3390 6.1/PG 1
WGK Germany 
1
21
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
I
HS Code 
29159080
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H330Fatal if inhaled

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C69128
Product name
3-Chloropropionyl chloride
Purity
98%
Packaging
100g
Price
$137
Updated
2024/03/01
Sigma-Aldrich
Product number
147443
Product name
3-Chloropropionyl chloride
Purity
technical grade
Packaging
100ml
Price
$56.4
Updated
2024/03/01
Alfa Aesar
Product number
B25698
Product name
3-Chloropropionyl chloride, 97%
Packaging
100g
Price
$78.8
Updated
2024/03/01
TRC
Product number
C380600
Product name
3-Chloropropionyl chloride
Packaging
5g
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC71810
Product name
3-Chloropropionyl chloride
Packaging
50g
Price
$50
Updated
2021/12/16
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3-Chloropropionyl chloride Chemical Properties,Usage,Production

Description

3-Chloropropionyl chloride is an important bifunctional reagent. It is capable of acylation and possesses a 2-chloro-ethyl fragment (CH2CH2Cl), which can be subjected to nucleophilic substitution and serves as a masked vinyl group. It can be used as a starting material in many reactions to construct a variety of (hetero)cyclic compounds.

Chemical Properties

Clear colorless to dark brown liquid. Soluble in ethanol, ether and chloroform. Slightly soluble in water.

Uses

3-Chloropropionyl chloride is a reagent used in the synthesis of Beclamide (B119400), which is a chlorinated benzylpropanamide used as an anticonvulsant drug. It is used in the treatment of tonic-clonic seizyres and has sedative properties.

Preparation

3-Chloropropionyl chloride (1) is commercially available and can be prepared from β-propiolactone (2) and thionyl chloride.1 Other standard methods available for the preparation of acyl chlorides can also be applied: the reaction of acrylic acid (3) or 3-chloropropionic acid (4) with thionyl chloride, phosphoryl chloride, phosgene, or phosphorus trichloride.

Reactions

(1) The Friedel¨CCrafts acylation of tert-butylbenzene (5) with 3-chloropropionyl chloride (1) followed by cyclization provid- ed indanone 6, which was further transformed into urea derivative 7, a potent TRPV1 antagonist.

(2) A novel high-yielding one-pot microwave-assisted synthesis of condensed 5-substituted pyranoisoquinoline-1,6-diones 9 from 2-substituted isoquinoline-1,3-diones 8 and 3-chloropropionyl chloride (1) was reported.

(3) Acylation of 2-aminophenol (12) with 3-chloropropionyl chloride (1), followed by cyclization in the presence of polyphosphoric acid (PPA), gave benzoxazole 13, which was further reacted with 4-chlorophenyl-1-piperazine to yield the target benzo[d]oxazole analogue 14, a selective dopamine D4 receptor ligand.

Flammability and Explosibility

Non flammable

Synthesis

3-Chloropropionyl chloride is produced by reaction of acrylic acid with hydrogen chloride and phosgene in the presence of, for example,dimethylformamide as catalyst, or by reaction of propiolactone with thionyl chloride.

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3-Chloropropionyl chloride Suppliers

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View Lastest Price from 3-Chloropropionyl chloride manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
3-Chloropropionyl chloride 625-36-5
Price
US $85.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-23
Hebei Chuanghai Biotechnology Co,.LTD
Product
3-Chloropropionyl chloride 625-36-5
Price
US $9.10/KG
Min. Order
1KG
Purity
99.%
Supply Ability
10 ton
Release date
2024-08-23
Henan Fengda Chemical Co., Ltd
Product
3-Chloropropionyl chloride 625-36-5
Price
US $8.00-0.80/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-01-22

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