2-Butene-1,4-diol, (2Z)-

HCID 643790

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Basic information

CAS: 110-64-5
Standard SMILES: OC/C=C\CO
InChIKey: ORTVZLZNOYNASJ-UPHRSURJSA-N
Molecular formula: C4H8O2
Average molar mass: 88.11 g/mol
Monoisotopic mass: 88.0524295

Overview

See also: Butene-1,4-diol (annotation moved to).

Names & identifiers

Preferred name: 2-Butene-1,4-diol, (2Z)-
IUPAC: (Z)-but-2-ene-1,4-diol
English name: cis-2-Butene-1,4-diol
Molecular formula: C4H8O2
Molecular weight: 88.11

Names & synonyms

cis-2-Butene-1,4-Diol6117-80-2(Z)-2-Butene-1,4-diol2-butene-1,4-diol, (2Z)-cis-1,4-Dihydroxy-2-butene(2Z)-but-2-ene-1,4-diol2-Butene-1,4-diol, (Z)-(Z)-2-buten-1,4-diolZA7VGU6SCVEINECS 228-085-12-BUTENE-1,4-DIOL, CIS-RefChem:467479

Show more names

Butenediol,95%2-Butene-1,4-diol1,4-Butenediol-[2]1,4-BUTENEDIOL-[Z]Cis-1,4-butanediol

(Z)-but-2-ene-1,4-diolMFCD00002924cis-Butenediolcis-2-buten-1,4-diolcis-but-2-ene-1,4-diol(2Z)-2-Butene-1,4-diolGadobutrol Impurity 15NSC1260

Database identifiers

CAS: 110-64-5、6117-80-2
PubChem CID: 643790
DTXSID: DTXSID301018106
UNII: ZA7VGU6SCV
EC Number: 228-085-1
Nikkaji: J4.373G

Properties

Computed structural properties

XLogP: -0.8
Topological polar surface area: 40.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 6
Formal charge: 0
Complexity: 34.8

Experimental & physicochemical properties

SpringerMaterials PropertiesBoiling point

Physicochemical properties

Melting point: 4 · 4-10 °C(lit.)
Boiling point: 235 °C · 235 °C(lit.)
Density: 1.072 g/mL · 1.072 g/mL at 20 °C(lit.)
vapor pressure: 0.87 Pa · 0.87Pa at 25℃
refractive index: 20 · n20/D 1.479
Flash point: 128 °C · 128 °C
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform, Methanol
pka: 13.88 · 13.88±0.10(Predicted)
form: Liquid
color: yellow
Water Solubility: soluble
BRN: 1679241 · 1679241
Stability: Light Sensitive
InChI: 1S/C4H8O2/c5-3-1-2-4-6/h1-2,5-6H,3-4H2/b2-1-
InChIKey: ORTVZLZNOYNASJ-OWOJBTEDSA-N
SMILES: [H]\C(CO)=C(/[H])CO
LogP: -0.9 at · -0.9 at 25℃
CAS DataBase Reference: 6117 · 6117-80-2(CAS DataBase Reference)
FDA UNII: 7 VGU6SCV · ZA7VGU6SCV
NIST Chemistry Reference: 2 · 2-Butene-1,4-diol, (Z)-(6117-80-2)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS08
Signal word: Warning
Hazard statements: 302 · H302-H373
Precautionary statements: 260 · P260-P264-P270-P301+P312-P314-P501
target organs: Liver,Kidney,Blood
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 22 · 22-36/37/38
Safety Statements: 23 · 23-24/25-36-26
WGK Germany: 3 · 3
RTECS: 4970000 · EM4970000
HS Code: 29053980 · 29053980
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 OralSTOT · Acute Tox. 4 OralSTOT RE 2
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2% (1 of 49) of reports.

Warning

H302 (95.9%): Harmful if swallowed [Warning Acute toxicity, oral]

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

Aggregated GHS information provided per 49 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 2-Butene-1,4-diol, (Z)-

Status: Active Update: 01-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/12586

cis-2-Butene-1,4-diol: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (95.9%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
rtecs: EM4970000
hs_code: 29053980
risk_code: 22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07,GHS08
hazard_code: Xn
safety_code: 23-24/25-36-26
Storage Class: 10 - Combustible liquids
target organs: Liver,Kidney,Blood
Hazard statements: H302-H373
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralSTOT RE 2
Precautionary statements: P260-P264-P270-P301+P312-P314-P501

Chemistry & industry

Applications · 1 item

Usescis-2-Butene-1, 4-diol is used as a probe for studying isomerization versus hydrogenation and hydrogenolysis reactions. (DPCB-OMe) efficiently catalyzes cyclodehydration of cis-2-butene-1,4-diol with active methylene compounds to give 2-vinyl-2,3-dihydrofurans in good to high yields. Grubbs's cross metathesis of eugenol with cis-2-butene-1, 4-diol to make a natural product, an organometallic experiment.