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부탄디올(1,2)

1,2-Butanediol

HCID 11429
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
584-03-2
표준 SMILES
CCC(O)CO
InChIKey
BMRWNKZVCUKKSR-UHFFFAOYSA-N
분자식
C4H10O2
평균 분자량
90.12 g/mol
단동위원소 질량
90.06807956

개요

Butane-1,2-diol is a butanediol in which the two hydroxy groups are located at positions 1 and 2. It has a role as a metabolite. It is a glycol and a butanediol.

이름 및 식별자

우선 이름
1,2-Butanediol
IUPAC
butane-1,2-diol
현지명
부탄디올(1,2)
영어명
1,2-BUTANEDIOL
분자식
C4H10O2
분자량
90.12

이름 및 동의어

1,2-BUTANEDIOL584-03-2butane-1,2-diol1,2-Butylene glycol1,2-Dihydroxybutanealpha-Butylene glycolalpha-ButyleneglycolDTXSID6040375RUN0H01QEUNSC-24242DTXCID4020375CHEBI:52682
이름 더 보기
부탄디올(1,2)뷰테인-1,2-다이올1,2-부탄다이올1,2-뷰테인다이올1,2-다이하이드록시부탄1,2-부틸렌 글리콜1,2-Butanediol,98%NSC 24242BDO Liquid1,2-Butanediol >BDO 1,2-BUTANEDIOL
Massage OilRefChem:934958209-527-226171-83-5Butanediol, 1,2-1,2-(Dihydroxy)butane1,2-ButandiolDL-1,2-Butanediol

데이터베이스 식별자

CAS
584-03-2
PubChem CID
11429
DTXSID
DTXSID6040375
ChEBI
CHEBI:52682
UNII
RUN0H01QEU
EC Number
209-527-2
Nikkaji
J46.396E

물성

구조 계산 물성보충 중

XLogP
-0.2
극성 표면적
40.5 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
2
무거운 원자 수
6
형식 전하
0
복잡도
28.7

실험 및 물리화학적 성질

PolymersOther Classes -> Alcohols and Polyols, Other
CosmeticsCosmetic ingredients (1,2-Butanediol) -> CIR (Cosmetic Ingredient Review)
LogP-0.34 (20 °C)
Density · 2건

1.0023 @ 20 °C

Relative density (water = 1): 1.01

Viscosity · 2건

Dynamic viscosity @ 20 °C is 7.3 mPa.s

7.3 mm²/s at 20 °C

Color/FormCLEAR VISCOUS LIQUID
Solubility · 3건

SPECIFIC OPTICAL ROTATION: -7.4 DEG AT 22 °C/D (ALCOHOL, 4%); SOL IN WATER, ALCOHOL & ACETONE /L-FORM/

Miscible with water in all proportions, readily soluble in alcohols, slightly soluble in ethers and esters, and insoluble in hydrocarbons.

Solubility in water: miscible

Flash Point · 3건

90 °C

40 °C (104 °F) (CLOSED CUP)

93 °C c.c.

Boiling Point · 2건

195-196.9 °C

194 °C

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 25.3% (39 of 154) of reports.

Warning

H319 (74.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)

Aggregated GHS information provided per 154 reports by companies from 4 notifications to the ECHA C&L Inventory.

유해성 정보

Regulatory Information · 4건

Chemical: 1,2-Butanediol

1,2-Butanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Butanediol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 09-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23064

1,2-Butanediol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to human health
Fire HazardsCombustible. Above 93 °C explosive vapour/air mixtures may be formed.
Fire PotentialModerate, when exposed to heat or flame.
Hazards SummaryAn eye irritant; High-level exposure could cause CNS depression and kidney injury; [ICSC] May cause irritation; [MSDSonline]
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
EPA Safer Chemical

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

... 1.0 g/kg of 1,2 butanediol /given/ intravenously during a 2-min period to rabbits ... was metabolized slowly, as shown by the fact that the blood level fell slowly and that there was only slow excretion via the urine. That which was excreted in the urine was found either as the glucuronide or unchanged. Tissue analysis showed no accumulation of 1,2-butanediol.

... Glucuronides or other metabolites /were not found/ in the urine of rabbits given 1,2-butanediol orally.

Absorption, Distribution and Excretion... EVEN WHEN EXPOSURES WERE PROLONGED AND REPEATED ... IT WAS NOT ABSORBED THROUGH THE SKIN /OF RABBITS/ IN TOXIC AMT.

용도 및 제조

Uses · 5건

CIR ingredient: 1,2-Butanediol

Used as an intermediate in polyester resins; as a solvent; [HSDB] Used as a solvent in pesticides and inkjet inks and in the preparation of polyurethanes; [CHEMINFO]

Farming (Pesticides) [Category: Industry]

IN INDUST AS INTERMEDIATE IN POLYESTER RESINS

Solvent and intermediate

U.S. Production · 3건

2023: 250,000 - <550,000 lb

(1977) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)

(1979) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)

Consumer UsesSolvent
Methods of Manufacturing1,2-BUTANEDIOL IS A RELATIVELY NEW PRODUCT & IS PRODUCED COMMERCIALLY BY HYDRATION OF CORRESPONDING 1,2-BUTYLENE OXIDE IN MANNER SIMILAR TO THAT DESCRIBED FOR OTHER SIMPLE GLYCOLS.
Use Classification · 2건

EPA Safer Chemical Functional Use Classes -> Solvents

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

관련 반응

37건
반응 기록 만들기
HRID 132707 반응식
HRID 132707반응물로uspto-grants-2008_06
HRID 188103 반응식
HRID 188103반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 204820 반응식
HRID 204820반응물로Training data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 223316 반응식
HRID 223316반응물로uspto-grants-1982_10
HRID 263048 반응식
HRID 263048반응물로uspto-grants-1979_05
HRID 274827 반응식
HRID 274827반응물로uspto-grants-1995_02
HRID 274828 반응식
HRID 274828반응물로uspto-grants-1995_02
HRID 287581 반응식
HRID 287581반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
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Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
Melting Point · 2건

-50 °C

-114 °C

Vapor Density · 2건

3.1 (AIR= 1)

Relative vapor density (air = 1): 3.1

물리화학적 성질

녹는점
-50 °C · -50 °C
끓는 점
191 · 191-192 °C/747 mmHg (lit.)
밀도
1.006 g/mL · 1.006 g/mL at 25 °C (lit.)
증기압
10 · 10-2130Pa at 20℃
굴절률
20 · n20/D 1.438(lit.)
인화점
200 °F · 200 °F
저장 조건
2 · Storage temp. 2-8°C
물리적 상태
투명한 액체
산도 계수 (pKa)
14.49 · 14.49±0.20(Predicted)
색상
무색~연황색
수용성
100 · 100-1000g/L at 25℃
BRN
969169 · 969169
Henry's Law Constant
2.1 · 2.1×103 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
화장품 원료 기능
용제피부 컨디셔닝보습제점도 조절
InChI
1S/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3
InChIKey
BMRWNKZVCUKKSR-UHFFFAOYSA-N
SMILES
CCC(O)CO
LogP
-0.34 · -0.34-0.3 at 25℃
EPA
1 · 1,2-Butanediol (584-03-2)

화학적 성질

clear colorless liquid

Chemical: 1,2-Butanediol
Chemical DangersDecomposes on heating. Reacts vigorously with strong oxidants, reducing agents, acids and acid anhydrides.
NFPA Hazard Classification · 3건

1 - Materials that, under emergency conditions, can cause significant irritation.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and CategoriesEye Irrit. 2A (74.7%)
Explosive Limits and PotentialExplosive limits , vol% in air: 1.8 - 15.7

안전 및 보호

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide. In case of fire: keep cylinder cool by spraying with water.
First Aid Measures · 4건

Fresh air, rest.

Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Refer immediately for medical attention.

Safe StorageSeparated from incompatible materials. See Chemical Dangers. Ventilation along the floor.
Fire Fighting ProceduresALC FOAM.
Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage DisposalCollect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures · 2건

... /IF/ AGITATED OR HEATED, OR IF SKIN CONTACT IS EXTENSIVE & PROLONGED, IT IS ADVISABLE TO PROTECT PERSONNEL BY ENCLOSING PROCESS OR PROVIDING LOCAL EXHAUST VENTILATION. /GLYCOLS & DERIV/

MAIN HAZARD ASSOC WITH THESE SUBSTANCES /IS/ THAT OF INGESTION /WHICH/ CAN USUALLY BE PREVENTED BY KEEPING THEM IN PROPERLY LABELLED CONTAINERS. /GLYCOLS & DERIV/

Eye PreventionWear safety spectacles.
Fire PreventionNO open flames. Above 93 °C use a closed system and ventilation.
Inhalation RiskNo indication can be given whether a harmful concentration in the air will be reached.
Skin PreventionProtective gloves.
Exposure PreventionPREVENT GENERATION OF MISTS!

독성 정보

Body BurdenNIOSH (NOES Survey 1981-1983) has statistically estimated that 1,821 workers are potentially exposed to 1,2-butanediol in the USA(1).
Environmental Fate · 3건

TERRESTRIAL FATE: 1,2-Butanediol will probably biodegrade based on a screening test of the structurally analogous 1,4-butanediol(5,SRC). According to a suggested classification scheme(3), the estimated Koc value of 17(1,2) indicates that 1,2-butanediol will be very highly mobile in soil. Based on the vapor pressure of 0.0501 mm Hg at 25 °C(4), 1,2-butanediol is expected to volatilize if spilled on dry soil surfaces(SRC).

AQUATIC FATE: Based on the estimated Henry's Law constant of 2.3X10-7 atm-cu m/mole at 25 °C(3), 1,2-butanediol is expected to be essentially nonvolatile from water. Adsorption to sediment, bioconcentration in aquatic organisms, and hydrolysis are not expected to be important fate processes for 1,2-butanediol in water systems(SRC). 1,2-Butanediol is expected to biodegrade based on a screening test for 1,4-butanediol(SRC).

ATMOSPHERIC FATE: Based on the measured vapor pressure of 0.0501 mm Hg at 25 °C(1), 1,2-butanediol is expected to exist almost entirely in the vapor phase in the ambient atmosphere(2). Vapor phase 1,2-butanediol is degraded by reaction with photochemically formed hydroxyl radicals in the ambient atmosphere; the half-life for this reaction in air can be estimated to be about 25 hours(3,SRC).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Signs and Symptoms · 3건

Dizziness. Drowsiness. Headache.

Redness. Pain.

Nausea. Abdominal pain. Diarrhoea. Aspiration hazard!

Effluent ConcentrationsAn unspecified isomer of butanediol was qualitatively identified as a volatile component at 1 of 5 hazardous waste sites(1).
ICSC Environmental DataEnvironmental effects of the substance have been adequately investigated, but no significant effects have been found.
Soil Adsorption/Mobility · 1건

Based on an estimated log octanol-water partition coefficient of -0.29(2) and a recommended regression-derived equation(1), the Koc for 1,2-butanediol can be estimated to be 17(SRC). According to a suggested classification scheme(3), this Koc value indicates that 1,2-butanediol will be very highly mobile in soil(SRC).

Human Toxicity ExcerptsEYE CONTACT WITH 1,2-BUTANEDIOL MAY RESULT IN CORNEAL INJURY, BUT EVEN PROLONGED SKIN CONTACT IS USUALLY INNOCOUS WITH RESPECT TO PRIMARY IRRITATION & ABSORPTION TOXICITY. NO ADVERSE EFFECTS OF VAPOR INHALATION HAVE BEEN REPORTED.
Artificial Pollution Sources1,2-Butanediol may be released to the environment during its production, formulation and use as a solvent and chemical intermediate(1,SRC).
Environmental Biodegradation · 1건

2-Butanol was shown to biologically oxidize to 1,2-butanediol in cell free extracts of Pseudomonas species(1). However, 1,2-butanediol was not converted using the same organism(1). Using an initial concn of 100 mg/L 1,4-butanediol, 74- 96 percent BOD was observed after a 2 week period in a biodegradation screening test using 30 mg/L sludge(2) and 1,2- butanediol is expected to behave similarly under the same conditions based on structural analogy to 1,4-butanediol(SRC).

Environmental Bioconcentration · 1건

Based on an estimated log octanol-water partition coefficient of -0.29(2) and a recommended regression-derived equation(1), the BCF for 1,2-butanediol can be estimated to be 0.35(SRC). This BCF value indicates that 1,2-butanediol will not bioconcentrate in aquatic organisms(SRC).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
EK0380000
ridadr
1993
HS 번호
29053995
safety_code
24/25
포장분류
III
위험 등급
3
기존화학 물질
KE-03786
Hazard Classifications
Eye Irrit. 2
스토리지 클래스
10 - Combustible liquids
유해 물질 데이터
584-03-2(Hazardous Substances Data)
General Manufacturing Information
1,2-Butanediol: ACTIVE

응용 분야

용도1,2-Butanediol was used in the synthesis of (R)-2-hydroxybutyric acid.

상·하류 제품 정보

하류 제품

1-브로모-2-부타놀2-옥소부탄알데하이드2-Hydroxypropanoic acid메틸알콜프로필렌 글리콜2,4-디에틸-1,3,2-디옥사보롤란

추가 설명

정의ChEBI: A butanediol in which the two hydroxy groups are located at positions 1 and 2.