CAS 2051-49-2 Hexanoic anhydride (HCID 74918)

Overview

hexanoic anhydride has been reported in Nicotiana tabacum with data available.

Names & identifiers

Preferred name: Hexanoic anhydride
IUPAC: hexanoyl hexanoate
English name: HEXANOIC ANHYDRIDE
Molecular formula: C12H22O3
Molecular weight: 214.3

Names & synonyms

Hexanoic anhydride2051-49-2hexanoyl hexanoateCaproic anhydrideHexanoic acid, anhydrideHexanoic acid, 1,1'-anhydriden-Hexanoic anhydrideCaproic acid anhydrideCapronic acid anhydrideCapronic anhydrideHexanoyl anhydriden-Hexanoic acid anhydride

Show more names

hexanoylhexanoateN-HEXOIC ANHYDRIDEn-CapriocanhydrideN-CAPROIC ANHYDRIDEN-CAPRONIC ANHYDRIDE

GG70Y8LTBYEINECS 218-121-4AI3-06132DTXSID20870929EC 218-121-4RefChem:787419Hexanoic acid, 1,1'anhydrideDTXCID30818610

Database identifiers

CAS: 2051-49-2
PubChem CID: 74918
DTXSID: DTXSID20870929
UNII: GG70Y8LTBY
EC Number: 218-121-4
Nikkaji: J95.911A

Properties

Computed structural properties

XLogP: 3.7
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 10
Heavy atoms: 15
Formal charge: 0
Complexity: 167

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Acid Anhydrides, Other

Industrial compound

SpringerMaterials PropertiesOptical coefficient

Physical DescriptionClear slightly yellow liquid; [Acros Organics MSDS]

Physicochemical properties

Melting point: -40 °C · -40 °C
Boiling point: 246 · 246-248 °C (lit.)
Density: 0.928 g/mL · 0.928 g/mL at 20 °C (lit.)
vapor pressure: 2.9 Pa · 2.9Pa at 25℃
refractive index: 20 · n20/D 1.428(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
solubility: 1 g/10 · ethanol: soluble1g/10 mL, clear, colorless
form: Liquid
color: Clear colorless to light yellow
explosive limit: 0.7 % · 0.7%(V)
Water Solubility: Hydrolyzes in water.
Sensitive: Moisture Sensitive
BRN: 1776561 · 1776561
InChI: 1S/C12H22O3/c1-3-5-7-9-11(13)15-12(14)10-8-6-4-2/h3-10H2,1-2H3
InChIKey: PKHMTIRCAFTBDS-UHFFFAOYSA-N
SMILES: CCCCCC(=O)OC(=O)CCCCC
LogP: 4.45 at · 4.45 at 25℃
CAS DataBase Reference: 2051 · 2051-49-2(CAS DataBase Reference)
FDA UNII: 70 Y8LTBY · GG70Y8LTBY
EPA Substance Registry System: Hexanoic acid, anhydride (2051-49-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 3265 · UN 3265 8/PG 2
WGK Germany: 3 · 3
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29159000 · 29159000
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 1 B · Skin Corr. 1B
REACH Registrations: Active
Limited Quantities: 1 L · 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (96.7%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 61 reports by companies from 5 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

Chemical: Hexanoic acid, anhydride

Status: Active Update: 02-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23159

Hexanoic anhydride: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Hexanoic acid, anhydride: Environment tier I assessment

Hazards SummaryCauses burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Acros Organics MSDS] See Butyric anhydride.

Hazard Classes and CategoriesSkin Corr. 1B (96.7%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
hs_code: 29159000
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314
Limited Quantities: 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations: Active
Hazard Classifications: Skin Corr. 1B
Precautionary statements: P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationHexanoic acid, 1,1'-anhydride: ACTIVE

Applications · 3 items

UsesHexanoic anhydride has been used in:green synthesis of esters of acyclovir (acyclovir prodrugs)preparation of hexanoyl-modified chitosan nanoparticles and chitosan-based polymeric surfactants via N-acylation of chitosans

UsesHexanoic anhydride was used in:green synthesis of esters of acyclovir (acyclovir prodrugs)preparation of hexanoyl-modified chitosan nanoparticlespreparation of chitosan-based polymeric surfactants via N-acylation of chitosans

UsesHexanoic Anhydride, is used as a reactant in the total synthesis of acremomannolipin A via steroselective β-mannosylation of 4,6,-O-benzylidene-protected mannosyl sulfoxide with a D-mannitol derivative.

Preparation methods · 1 item

PreparationTo an ice-cooled flask containing 116 gm (1.0 mole) of n-caproic acid is added 21.0-23.10 gm (0.5-0.55 mole) of ketene at a rate of 0.45 mole/hr. The reaction mixture is fractionally distilled at atmospheric pressure to afford a forecut of acetone, acetic acid, and acetic anhydride. The oil bath is raised to 220°C over a 1-hr period, kept there for 3 hr to ensure complete removal of acetic acid, and then cooled. The distillation is continued under reduced pressure to afford 86-95 gm (80-87%), b.p. 109- 112°C (3 mm Hg) and b.p. 118-121°C (6 mm Hg).