4-Chlororesorcinol

HCID 1731
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Substructure searchFind similar structures

Basic information

CAS
95-88-5
Standard SMILES
Oc1ccc(Cl)c(O)c1
InChIKey
JQVAPEJNIZULEK-UHFFFAOYSA-N
Molecular formula
C6H5ClO2
Average molar mass
144.55 g/mol
Monoisotopic mass
143.99780708

Names & identifiers

Preferred name
4-Chlororesorcinol
IUPAC
4-chlorobenzene-1,3-diol
English name
4-Chlororesorcinol
Molecular formula
C6H5ClO2
Molecular weight
144.56

Names & synonyms

4-Chlororesorcinol95-88-54-chlorobenzene-1,3-diol4-Chlororesorcinp-Chlororesorcinol1,3-Benzenediol, 4-chloro-2,4-Dihydroxychlorobenzene4-Chloro-1,3-dihydroxybenzene4-Chloro-1,3-benzenediol6-ChlororesorcinolResorcinol, 4-chloro-1,3-Dihydroxy-4-chlorobenzene
Show more names
Chlororesorcinol4-CHLORO RESRCINOLMonochlororesorcinol4- chlorineResorcinolc.i.76510ororesorcinoL4-CHLOROESORCINOL
C.I. 76510MFCD000022734-chlororesorcineBRN 20428641-Chloro-2,4-dihydroxybenzeneCI 76510AI3-03873WLN: QR CQ DG

Database identifiers

CAS
95-88-5
PubChem CID
1731
DTXSID
DTXSID8052643
UNII
87045U29QJ
EC Number
202-462-0
Nikkaji
J54.290C

Properties

Computed structural properties

XLogP
2.1
Topological polar surface area
40.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Phenols
Cosmetics · 2 items

Cosmetic ingredients (4-Chlororesorcinol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

LogP1.8
Vapor Pressure0.0012 [mmHg]
Physical DescriptionBeige-brown solid; [EC: SCCS - Opinion] Light beige granular powder with a mild phenolic odor; [Jos. H. Lowenstein and Sons MSDS]
Collision Cross Section122.5 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8052643]

Physicochemical properties

Melting point
106 · 106-108 °C (lit.)
Boiling point
147 °C/18 · 147 °C/18 mmHg (lit.)
Density
1.2558 · 1.2558 (rough estimate)
vapor pressure
0.16 Pa · 0.16Pa at 25℃
refractive index
1.462 · 1.4620 (estimate)
Flash point
146 · 146-148°C/18mm

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 1% (1 of 103) of reports.

Danger

H302 (91.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 103 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

Hazard information

Regulatory Information · 4 items

Chemical: 1,3-Benzenediol, 4-chloro-

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/21391

4-Chlororesorcinol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 1,3-Benzenediol, 4-chloro-: Human health tier II assessment
Hazards Summary · 1 item

A skin irritant in rabbits; Corrosive to rabbit eye; Considered a moderate skin sensitizer, based on local lymph node assay (LLNA) of mice; Hematotoxicity observed in 90-day oral study of rats; No evidence of developmental toxicity or teratogenicity in rats at doses up to 200 mg/kg/day; [EC: SCCS - Opinion] A severe skin irritant that may cause burns on prolonged contact; Corrosive to eyes; May cause skin sensitization; Harmful by ingestion; [Jos. H. Lowenstein and Sons MSDS] See Resorcinol.

Hazard Classes and Categories · 2 items

Acute Tox. 4 (91.3%)

Acute toxicity (ingestion) - category 4

Toxicology

Adverse EffectsDermatotoxin - Skin burns.
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Safety data

wgk
3
tsca
TSCA listed
rtecs
VH0450000
hs_code
29081000
risk_code
20/21/22-36/37/38-22
Signal word
Danger

Chemistry & industry

Uses & manufacturing

Uses · 3 items

CIR ingredient: 4-Chlororesorcinol

Used as a coupler in oxidative hair dyes; [EC: SCCS - Opinion]

Dressing Hair [Category: Other]

Household ProductsInformation on 9 consumer products that contain 4-Chlororesorcinol in the following categories is provided:
Use ClassificationCosmetics -> Hair dyeing
General Manufacturing Information1,3-Benzenediol, 4-chloro-: ACTIVE
Applications · 2 items

Description4-Chlororesorcinol is a relatively safe hair dye agent, exhibiting no embryotoxicity, reproductive toxicity, teratogenic effects, or carcinogenic effects. This ingredient is typically used at concentrations below 1% and is present in over 30 hair dye products. Furthermore, the CIR Expert Panel has concluded that the use of 4-Chlororesorcinol in current hair dye formulations is safe. Furthermore, it may serve as an analytical reagent, functioning as a coupling agent in oxidation coupling reactions to determine the p-aminophenol (p-Amp) content in paracetamol, as well as the concentration of benzocaine (BENZ) and its preparations (ear drops).

Uses4-Chlororesorcinol is a halogenated phenol that can be used as hair dye formulation. It can also be used in the synthesis of series of six coumarin compounds carrying halogen and trifluoromethyl, having antifungal activities.

Preparation methods · 1 item

Preparation4-Chlororesorcinol is synthesized by reacting resorcinol with dichlorosulfuryl. Resorcinol and diethyl ether were mixed, heated to reflux with stirring, and dichlorosulfuryl was slowly added dropwise. The temperature was then raised to 60°C for 1 h. After recovery of ether, atmospheric distillation is carried out, the distillate is subjected to vacuum distillation again, and the 131°C (0.8-0.93kPa) or 160-164°C (4.0kPa) fractions are collected to obtain the finished 4-chlororesorcinol.

Upstream & downstream products

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东艾利特生物科技有限公司0539-18853986-090 13053958157 · [email protected]

Related reactions

106 records
New reaction record

Compound notes

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