Octanoyl chloride

HCID 8124CAS 111-64-8

Basic information

Standard SMILES
CCCCCCCC(=O)Cl
InChIKey
REEZZSHJLXOIHL-UHFFFAOYSA-N
Molecular formula
C8H15ClO
Average molar mass
162.66 g/mol
Monoisotopic mass
162.08114278

Overview

Caprylyl chloride is a clear colorless to straw-colored liquid with a pungent odor. (NTP, 1992)

Names & identifiers

Preferred name
Octanoyl chloride
IUPAC
octanoyl chloride
English name
Octanoyl chloride
Molecular formula
C8H15ClO
Molecular weight
162.66

Names & synonyms

Octanoyl chloride111-64-8Capryloyl chlorideCAPRYLYL CHLORIDEn-Octanoyl chlorideCaprylic acid chlorideOctanoic acid chlorideOctanoic chlorideMFCD00000766DTXSID9024724BK8FUS6OVToctanoylchloride
Show more names
OctanoyLOctanoyl chloridOTCLXin chlorideCaprylyl chloridoctanoicchloriden-Caprylchloride
CCRIS 5990EINECS 203-891-6BRN 0635917caprylic chlorideoctanoyl- chlorideUNII-BK8FUS6OVTC7H15COClOctanoyl chloride, 99%

Database identifiers

CAS
111-64-8
PubChem CID
8124
DTXSID
DTXSID9024724
ChEMBL
CHEMBL1504663
UNII
BK8FUS6OVT
EC Number
203-891-6
Nikkaji
J95.913H

Properties

Computed structural properties

XLogP
4
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
6
Heavy atoms
10

Experimental & physicochemical properties

Chemical Classes · 2 items

Toxic Gases & Vapors -> Acid Halides

Corrosives

SpringerMaterials PropertiesBoiling point
Density · 2 items

0.973 at 46 °F (NTP, 1992) - Less dense than water; will float

0.9535 @15°C

Solubilityless than 1 mg/mL at 70 °F (NTP, 1992)
Flash Point · 2 items

177 °F (NTP, 1992)

177 °F

Boiling Point · 2 items

385 °F at 760 mmHg (NTP, 1992)

195.6 °C @760 [mm Hg]

Physicochemical properties

Melting point
-63 °C · -63 °C
Boiling point
195 °C · 195 °C (lit.)
Density
0.953 g/mL · 0.953 g/mL at 25 °C (lit.)
vapor pressure
2.5 mm · 2.5 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.435(lit.)
Flash point
177 °F · 177 °F

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H290 (96.4%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P261, P264, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P316, P317, P320, P321, P332+P317, P333+P317, P362+P364, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 167 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Octanoyl chloride

Status: Active Update: 10-11-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13360

Octanoyl chloride: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - Octanoyl chloride: Human health tier I assessment
DOT LabelCorrosive
Fire HazardsThis chemical is combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound may include eye and skin irritation. Inhalation may be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis and pulmonary edema. Other symptoms include a burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, vomiting and lacrimation. This compound is extremely destructive to tissue of the mucous membranes, upper respiratory tract, eyes and skin.

Hazards SummaryA severe skin, eye, mucous membrane, and respiratory tract irritant; A lachrymator; [CAMEO] Inhalation may cause chemical pneumonitis and pulmonary edema; [CAMEO] Corrosive; Harmful if swallowed; [MSDSonline]

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you should spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3 items

1.2 [mg/m3]

13 [mg/m3]

79 [mg/m3]

Personal Protective Equipment (PPE)MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves.

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
rtecs
RH1570000
ridadr
UN 3265 8/PG 2
hs_code
29159080

Chemistry & industry

Uses & manufacturing

UsesUsed to make other organic chemicals; [Hawley]
General Manufacturing InformationOctanoyl chloride: ACTIVE
Applications · 3 items

UsesOctanoyl chloride is used to produce adhesives. It is used as an acylating agent for a variety of compounds such as sugars (e.g. Sucrose, aromatic compounds (e.g. Anisole and monoglycerides.

UsesApplications of octanoyl chloride include:Synthesis of (R)-2-propyloctanoic acid, a therapeutic agent for Alzheimer′s disease.Synthesis of a variety of N-n-octyl-D-gluconamide based organogels.Building 2-heptylbenzo[d]thiazole moiety to synthesize conjugated copolymer with fluorine, as cathode interlayer in inverted polymer solar cells (PSCs).Octanoyl chloride is one of the essential precursors in the total synthesis of ()-mandelalide L, a marine macrolide that display significant cytotoxicity against human cancer cell lines.

General DescriptionClear colorless to straw-colored liquid with a pungent odor.

Preparation methods · 1 item

PreparationDiphosgene (108.8 g) was added to a mixture of octanoic acid (144.2 g) and DMF (1.5 L) at 70 C°. The mixture was left to stand for 1 h, and then nitrogen was bubbled through it for 30 min at 100 C° to give 96.9% of octanoyl chloride (purity 99.99%). Benzoyl chloride and terephthaloyl chloride were similarly prepared.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [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]
武汉欣扬瑞和化学科技有限公司13720274133 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]

Related reactions

244 records

Linked notes

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