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363901

Sigma-Aldrich

2-Chloro-2-propen-1-ol

technical grade, 90%

Synonym(s):

2-Chloroallyl alcohol

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About This Item

Linear Formula:
H2C=C(Cl)CH2OH
CAS Number:
5976-47-6
Molecular Weight:
92.52
MDL number:
MFCD00004701
UNSPSC Code:
12352100
PubChem Substance ID:
24862371
NACRES:
NA.22

grade

technical grade

Quality Level

100

Assay

90%

form

liquid

refractive index

n20/D 1.459 (lit.)

bp

133-134 °C (lit.)

density

1.162 g/mL at 25 °C (lit.)

SMILES string

OCC(Cl)=C

InChI

1S/C3H5ClO/c1-3(4)2-5/h5H,1-2H2

InChI key

OSCXYTRISGREIM-UHFFFAOYSA-N

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General description

2-Chloro-2-propen-1-ol is reported to undergo photodissociation at 193nm to generate CH2CCH2OH radical intermediate. 2-Chloro-2-propen-1-ol is formed as major product during base mediated reaction of 1,2,3-trichloropropane. 2-Chloro-2-propen-1-ol is reported to react with phosphorus trichloride to yield phosphorous esters, while with phosphory chloride it yields phosphoric ester.

Application

2-Chloro-2-propen-1-ol (2-chloropropenol) may be employed as carbon supplement for the growth of Pseudomonas strains. It may be used in the preparation of 2-(4-octylphenyl)prop-2-en-1-ol.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

129.2 °F - closed cup

Flash Point(C)

54 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Derivatives of phosphorus acids and 2-chloro-2-propen-1-ol.
Arbuzov BA, et al.
Russian Chemical Bulletin, 16(6), 1233-1238 (1967)
Arjun S Raman et al.
The Journal of chemical physics, 127(15), 154316-154316 (2007-10-24)
These velocity map imaging experiments characterize the photolytic generation of one of the two radical intermediates formed when OH reacts via an addition mechanism with allene. The CH2CCH2OH radical intermediate is generated photolytically from the photodissociation of 2-chloro-2-propen-1-ol at 193
Kinetic studies of the homogeneous abiotic reactions of several chlorinated aliphatic compounds in aqueous solution.
Pagan M, et al.
Applied Geochemistry, 13(6), 779-785 (1998)
J J van der Waarde et al.
Applied and environmental microbiology, 59(2), 528-535 (1993-02-01)
Three Pseudomonas strains capable of utilizing 2-chloroallylalcohol (2-chloropropenol) as the sole carbon source for growth were isolated from soil. The fastest growth was observed with strain JD2, with a generation time of 3.6 h. Degradation of 2-chloroallylalcohol was accompanied by
Ran Zhu et al.
Journal of medicinal chemistry, 50(25), 6428-6435 (2007-11-13)
Compound 1 (FTY720, Fingolimod) represents a new generation of immunosuppressant that modulates lymphocyte trafficking by interacting with the S1P(1) receptor. Compound 1 also provides a template molecule for studying the molecular biology of S1P receptors and related enzymes (kinases and
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