Basic information
- CAS
33697-81-3- Standard SMILES
O=C(O)Cc1ccc(O)c(Cl)c1- InChIKey
IYTUKSIOQKTZEG-UHFFFAOYSA-N- Molecular formula
- C8H7ClO3
- Average molar mass
- 186.59 g/mol
- Monoisotopic mass
- 186.00837176
Overview
(3-chloro-4-hydroxyphenyl)acetic acid is a hydroxy monocarboxylic acid that is acetic acid in which one of the methyl hydrogens is replaced by a 3-chloro-4-hydroxyphenyl group. It is a major chlorinated metabolite of chlorotyrosine. It has a role as a mammalian metabolite. It is a member of phenols, a hydroxy monocarboxylic acid and a member of monochlorobenzenes. It is functionally related to an acetic acid.
Names & identifiers
- Preferred name
- 3-Chloro-4-hydroxyphenylacetic acid
- IUPAC
- 2-(3-chloro-4-hydroxyphenyl)acetic acid
- English name
- 3-Chloro-4-hydroxyphenylacetic acid
- Molecular formula
- C8H7ClO3
- Molecular weight
- 186.59
Names & synonyms
3-Chloro-4-hydroxyphenylacetic acid33697-81-3(3-Chloro-4-hydroxyphenyl)acetic acid3-Chloro-4-hydroxybenzeneacetic acidCHEBI:47106DTXSID60187381RefChem:499987DTXCID70109872251-643-02-(3-chloro-4-hydroxyphenyl)acetic acid4-HcpaBenzeneacetic acid, 3-chloro-4-hydroxy-
Show more names
vufb9649oro-4-hydroxyphenyLChloro hydroxyphenylacetic acid4-(Carboxymethyl)-2-chlorophenol4-hydroxy-3-chlorophenylaceticacidm-chloro-p-hydroxyphenylacetic acid3-chloro-4-hydroxy-benzeneaceticaci3-chloro-4-hydroxybenzeneaceticacid
4-Hydroxy-3-chlorophenylacetic acidMFCD00004349Acetic acid, (3-chloro-4-hydroxyphenyl)-Kyselina 3-chlor-4-hydroxyfenyloctova2-(3-chloro-4-hydroxy-phenyl)acetic acidCHEMBL5920103-Chloro-4-hydroxyphenyl acetic acid3C4
Database identifiers
- CAS
33697-81-3
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 57.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 172
Physicochemical properties
- Melting point
- 108 · 108-110 °C(lit.)
- Boiling point
- 140 · 140-160 °C(Press: 0.05 Torr)
- Density
- 1.466 · 1.466±0.06 g/cm3(Predicted)
- pka
- 4.33 · 4.33±0.10(Predicted)
- form
- powder to crystal
- color
- White to Gray to Brown
- InChI
- 1S/C8H7ClO3/c9-6-3-5(4-8(11)12)1-2-7(6)10/h1-3,10H,4H2,(H,11,12)
- InChIKey
- IYTUKSIOQKTZEG-UHFFFAOYSA-N
- SMILES
- OC(=O)Cc1ccc(O)c(Cl)c1
- CAS DataBase Reference
- 33697 · 33697-81-3(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- CY1576300
- hs_code
- 29182900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-37/39-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
Uses3-Chloro-4-hydroxyphenylacetic Acid is a phytohormone responsible for the inhibition of auxin influx.
General Description3-Chloro-4-hydroxyphenylacetic acid is an auxin influx inhibitor. It is one of the major chlorinated metabolite of chlorotyrosine.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers93 total
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
上海策嵘生物科技有限公司[email protected]
毕佳索（上海毕得医药科技股份有限公司）400-6005915 · [email protected]
Related reactions
29 records
Compound notes
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