4-Chloro-1-butanol
Basic information
- CAS
928-51-8- Standard SMILES
OCCCCCl- InChIKey
HXHGULXINZUGJX-UHFFFAOYSA-N- Molecular formula
- C4.H9.Cl.O
- Average molar mass
- 108.57 g/mol
- Monoisotopic mass
- 108.03419259
Overview
4-chlorobutanol is a primary alcohol that is butan-1-ol substituted by a chloro group at position 4. It has a role as a metabolite. It is a primary alcohol and an organochlorine compound. It is functionally related to a butan-1-ol.
Names & identifiers
- Preferred name
- 4-Chloro-1-butanol
- IUPAC
- 4-chlorobutan-1-ol
- English name
- 4-Chloro-1-butanol
- Molecular formula
- C4H9ClO
- Molecular weight
- 108.57
Names & synonyms
4-Chloro-1-butanol928-51-84-ChlorobutanolTetramethylene chlorohydrin1-BUTANOL, 4-CHLORO-42EI3I5AY0NSC-10810DTXSID2061301CHEBI:87310RefChem:98294DTXCID8048818213-175-5
Show more names
oro-1-butanoL4-Chlorolbutanol4-Choro-1-bytanol4-chloro-1-butano4-CHLOROBUTANOL-14-ChIoro-1-butanoI
4-Chlorobutan-1-ol4-Chloro-1-butane-ol4-chloro-butan-1-ol4-Chlorbutan-1-olMFCD000029674-Chloro-1-butanol (Technical Grade)4-Chlorbutan-1-ol [German]1-chloro-4-butanol
Database identifiers
- CAS
928-51-8- PubChem CID
- 13569
- DTXSID
DTXSID2061301- ChEMBL
CHEMBL2260957- ChEBI
CHEBI:87310- UNII
- 42EI3I5AY0
- EC Number
- 213-175-5
- Nikkaji
- J35.120B
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 3
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 23.5
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Alcohols
SpringerMaterials PropertiesSchoenflies notation
LogP0.85
Density1.088 @ 20°C
Vapor Pressure0.35 [mmHg]
Physical DescriptionClear colorless liquid; Contains <= 12% hydrochloric acid (CAS# 7647-01-0) and <= 3% tetrahydrofuran (CAS# 109-99-9); [Sigma-Aldrich MSDS]
Physicochemical properties
- Boiling point
- 84 · 84-85 °C/16 mmHg (lit.)
- Density
- 1.088 g/mL · 1.088 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.453(lit.)
- Flash point
- 97 °F · 97 °F
- storage temp.
- 2 · 2-8°C
- solubility
- Soluble in methanol, chloroform, and dimethyl sufoxide.
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H226 (91.7%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazards Summary
Causes muscle contraction or spasticity, ulceration or bleeding from the stomach, and other liver changes in oral lethal-dose studies of mice; [RTECS] Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; Targets the CNS, liver, and kidney; [Sigma-Aldrich MSDS] See 1-Chloro-2-propanol and 2-Chloro-1-propanol.
Hazard Classes and CategoriesFlam. Liq. 3 (91.7%)
Safety & protection
Protective Action Criteria (PAC)
1.6 [mg/m3]
18 [mg/m3]
110 [mg/m3]
Toxicology
Adverse EffectsDermatotoxin - Skin burns.
Safety data
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1-Butanol, 4-chloro-: ACTIVE
Applications
UsesTetramethylene chlorohydrin is used inorganic synthesis.
Uses4-Chloro-1-butanol is employed as an internal standard in the analysis of genotoxic impurities in active pharmaceutical ingredients by GC-MS technique.
Uses4-Chloro-1-butanol was employed as an internal standard in the analysis of genotoxic impurities in active pharmaceutical ingredients by GC-MS technique.
General Description4-Chloro-1-butanol, an alkylating agent, is one of the genotoxic impurity in active pharmaceutical ingredients. Reaction of 4-chloro-1-butanol and Reichardt′s dye has been monitored spectrophotometrically for the determination of genotoxic impurities in pharmaceuticals.
Upstream & downstream products
Downstream products
Related reactions
83 records
Compound notes
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