2,4,4,4-Tetrachloro-1-butanol
Basic information
- CAS
3290-70-8- Standard SMILES
OCC(Cl)CC(Cl)(Cl)Cl- InChIKey
PHPDBVLDVIRSHU-UHFFFAOYSA-N- Molecular formula
- C4H6Cl4O
- Average molar mass
- 211.9 g/mol
- Monoisotopic mass
- 209.917276
Names & identifiers
- Preferred name
- 2,4,4,4-Tetrachloro-1-butanol
- IUPAC
- 2,4,4,4-tetrachlorobutan-1-ol
- English name
- 2,4,4,4-tetrachlorobutan-1-ol
- Molecular formula
- C4H6Cl4O
- Molecular weight
- 211.9
Names & synonyms
2,4,4,4-Tetrachlorobutan-1-ol2,4,4,4-Tetrachlorobutanol2,4,4,4-TETRACHLORO-1-BUTANOL1-Butanol, 2,4,4,4-tetrachloro-Butanol, 2,4,4,4-tetrachloro-UNII-D4778G8CNQD4778G8CNQHSDB 6144EINECS 221-949-9DTXSID80520132,4,4,4-TETRACHLORO-1-BUTANOL [HSDB]RefChem:81975
Show more names
2,4,4,4TetrachlorobutanolButanol, 2,4,4,4tetrachloroDTXCID10305771Butanol, 2,4,4,4tetrachloro3290-70-8SCHEMBL6236212SCHEMBL10912484NS00029379
Database identifiers
- CAS
3290-70-8- PubChem CID
- 18688
- DTXSID
DTXSID8052013- UNII
- D4778G8CNQ
- EC Number
- 221-949-9
- Nikkaji
- J262.393E
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 20.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 79.1
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Halogenated Alcohols
Density1.51
Color/FormAmber liquid
Boiling Point247 °C.
PolymerizationWill not occur.
Vapor Pressure0.0031 [mmHg]
Physical DescriptionAmber liquid; [HSDB]
Stability/Shelf LifeStable
Physicochemical properties
- Boiling point
- 247 °C · 247 °C
- Density
- 1.51 g/cm3 · 1.51 g/cm3
- pka
- 13.81 · 13.81±0.10(Predicted)
- FDA UNII
- 4778 G8CNQ · D4778G8CNQ
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Fire PotentialOSHA Classification: Class IIIB Combustible liquid
Hazards Summary
May cause irritation or burns to skin, eyes, and mucous membranes; Highly irritating or corrosive to the skin and eyes or rabbits; No observations of embryotoxicity or teratogenicity at doses maternally toxic in rats; No evidence of mutagenicity; LD50 (rat) = 1.1 mL/kg (oral) and 1.2mL/kg (dermal); [HSDB]
Special Reports
ITC/USEPA; Information Review #326 (Draft) 2,4,4,4-Tetrachloro-1-butanol (1982)
SRI International; Interim Report (1978) Project No LSC-5096
SRI International; Final Report (1978) Project No LSC-6979
Skin, Eye, and Respiratory IrritationsSkin and eye irritant.
Safety & protection
Fire Fighting ProceduresExtinguishing media: carbon dioxide, water, dry chemical, foam.
Storage ConditionsStore closed containers in a well ventilated area.
Disposal MethodsAdd dry absorbent and shovel or sweep up and place in an approved DOT container and seal. Flush any residue with water.
Personal Protective Equipment (PPE)Goggles, impervious gloves, overalls and boots. Use NIOSH/MSHA approved self-contained breathing apparatus where this material is involved in a fire.
Toxicology
Chemistry & industry
Uses & manufacturing
Uses
Used as a chemical intermediate; [HSDB]
Only known US manufacturer stopped production in 1982; [HSDB]
An "in the pipe" intermediate used to manufacture 4,4,4-trichlorobutyl-1,2-oxide which is then used with glycol and D-glucose to produce a polymer.
U.S. Production(1977) 1 to 10 million lb/yr
Methods of ManufacturingTCBA is produced by the free radical addition of carbon tetrachloride to allyl alcohol using an iron catalyst. Some of the patents indicate that there may be substantial amts of by-products and residues.
General Manufacturing Information
1-Butanol, 2,4,4,4-tetrachloro-: INACTIVE
Olin Corp is reported to be the only manufacturer of tetrachlorobutane in the USA. Their production of the compound ceased in May 1982.
Related reactions
1 records
Compound notes
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